About the Role:

We're looking for seasoned full-stack software engineers to join the teams behind Gusto's customer-facing products — the features and experiences that small business owners and their employees rely on every day.

As a Staff Software Engineer, you'll operate across the full product lifecycle: shaping features from early spec and design through to launch and long-term iteration. That means writing clean frontend code, designing and building reliable backend APIs, influencing product direction, and taking ownership of what happens after a feature ships. 

If you're drawn to work that combines technical craft with real-world impact — helping power the livelihoods of millions using Gusto products — join us!

Here’s what you’ll do day-to-day:

• Design, build, and test Gusto core products such as Payroll, Benefits, HR, Retirement, Gusto Money, Gusto Solo, and Gusto Pro, among others
• Mentor other engineers to help solve some of the hardest technical problems out there in very complex domains and at a large scale
• Help scale one of the largest Ruby/Rails and Javascript/React applications in the world
• Collaborate with our Product Management, Data, Design, and Platform Engineering teams to understand customer pain points, come up with solutions, and then prototype, iterate, and launch daily
• Build products that our customers genuinely love

Here’s what we’re looking for:

• Successful applicants typically have 8+ years of software development experience
• Experience building scalable solutions that eliminate customer pain; passion for creating memorable experiences for customers
• Experience leveraging AI tools or systems to accelerate development, improve testing, and deliver new product capabilities
• Curiosity and experimentation with emerging AI frameworks, applying and sharing best practices to evaluate and scale AI use safely across teams
• Experience owning multi-quarter projects that solve complex engineering problems and make measurable customer impact at scale
• Experience with large scale refactors, performance and reliability issues, and a strong sense of ownership over all aspects of your product area
• Ability to mentor engineers to maximize their performance and impact

Others:

• Experience in, or interest working in, Ruby on Rails 
• Appreciation for a collaborative, test-driven environment
• Ability to build well-structured, maintainable, well-documented code
• Ability to effectively communicate across engineering teams and with business stakeholders

Do you prefer platform development instead? Check out our Staff Software Engineer, Core Platforms job listing. 

Please note that a two day travel to a Gusto office for onboarding is required for this position. If you have any questions regarding this requirement, please share with your recruiter.

Our cash compensation amount for this role is targeted at $163,000–$204,000 in Denver & most remote locations, and $197,000–$247,000 for San Francisco & New York. Stock equity is additional. Final offer amounts are determined by multiple factors including candidate experience and expertise and may vary from the amounts listed above.

What is GustoPro?

GustoPro is a cloud-based platform built specifically for accounting firms. It empowers firms to streamline payroll, people operations, and advisory services for their clients, all within a single, integrated platform. GustoPro features client dashboards, automated workflows, robust reporting, and seamless integrations with other accounting software — enabling firms to elevate their client service and accelerate practice growth. Learn more about GustoPro

About The Role

As a Partner Account Executive for GustoPro, you will play a critical role in expanding Gusto's footprint within the accounting market by recruiting new accounting firm partners, enabling them to succeed on the platform, and driving them to a healthy, self-sufficient state before transitioning them to an Account Manager.

Working directly with our Head of Sales and Head of GustoPro Sales, you will shape our new partner sales motion while owning the full arc of partner activation — from first conversation to a successful handoff. The benchmark that tells us activation is working: 10 net new clients added and the firm's 30-day enablement plan complete.

You'll engage with C-level executives and senior payroll specialists at accounting firms, with a focus on large regional and national players. You'll act as a consultant, understanding their unique needs and demonstrating how GustoPro can boost efficiency and help them realize more value for their clients while delivering upside for the firm.

The Partner Onboarding Agreement — a 30-day enablement contract signed at close — is your operating document once a firm is in. It defines milestones, role responsibilities across the firm, and the incentive structure that keeps both sides accountable through activation.

We're looking for a true "builder" — someone who's excited to wear multiple hats, design systems and processes, and run experiments. Comfort with a dynamic environment and the ability to pivot when needed is essential.

Here's what you'll do day-to-day

• Evangelize the GustoPro solution to prospective accounting firms to grow our market share and meet and exceed monthly/quarterly sales targets.
• Collaborate closely with Sales Leaders to build out and refine our new partner sales process, with a focus on accelerating sales cycles (target 60–90 days) and maximizing close rates.
• Conduct compelling and persuasive product demos that showcase the value of GustoPro using data and insights, tailored to resonate with accounting firm executives.
• Negotiate and execute the Partner Onboarding Agreement, aligning on a 30-day enablement plan and client pipeline targets from day one.
• Serve as the primary Gusto contact during the 30-day enablement period — keeping the Champion certification track, Practice Member Academy completion, and Practice Lead go-to-market readiness all on schedule.
• Hold the firm's Strategic Lead accountable to Champion designation and kickoff commitments in Week 1; track certification milestones and coordinate with the partner success team to unlock incentives on time.
• Support Practice Leads in running positioning and discovery workshops and building a migration candidate pipeline across their book of business.
• Drive the partner to 10 net new client adds within 90 days of signing — the activation benchmark — by leading regular status calls, removing blockers, and coordinating migration scheduling across practice areas.
• Coordinate co-marketing activation (co-branded materials, joint email campaigns) once the 10-client milestone unlocks co-op marketing funds, and ensure cross-sell products (HI, 401k, WC, R&D TC) are introduced as adoption deepens.
• Prepare a structured handoff brief for the receiving Account Manager — including certified contacts, migration status, QBR baseline, revenue and usage snapshot, and flagged growth opportunities — and facilitate a warm introduction.
• Navigate and update internal and external stakeholders, including C-suite executives at Gusto, partners, and cross-functional teams throughout the activation window.
• Leverage AI tools and technologies to enhance sales workflows, streamline partner communications, and derive actionable insights from data to drive more effective prospecting, pipeline management, and partner engagement.
• Travel as needed to partner offices for onsite meetings, as well as to industry events and conferences to represent Gusto and strengthen partner relationships.

Here's what we're looking for

• 6+ years total work experience in sales, account management, or customer success, with a strong focus on enterprise clients.
• 3+ years of experience selling B2B SaaS products or managing partner relationships, ideally to accounting firms or related businesses.
• A consistent track record of exceeding sales quotas and building long-term client relationships, including negotiating complex six-figure contracts.
• Experience and comfort working quick sales cycles (60–90 days average).
• Deep understanding of the accounting firm landscape, including their business models, challenges, and technology needs — particularly the CAS/advisory and payroll practices.
• Strong ability to articulate contractual, technical, and financial value points to partners, internal senior leaders, and executive leaders.
• Equally comfortable in a closing motion and a post-close enablement and coordination role — you see getting a firm to 10 clients as part of the sale, not separate from it.
• Strong analytical and problem-solving abilities — you're a strategic thinker who can identify risk and opportunity across a portfolio.
• Ability to quickly learn our product so you are credible with prospects and partners alike.
• Comfort and proficiency with AI-powered tools and technologies, with a willingness to adopt and integrate AI into daily sales and partner management workflows to improve efficiency and outcomes.
• Experience with CRM and sales software (e.g., Salesforce, ZoomInfo, Tableau).

Compensation

Our target on-target earnings (OTE) compensation for this role is $125,000/yr to $150,000/yr in Denver, Las Vegas, Chicago, Atlanta & most remote locations, $155,000/yr to $182,000/yr for San Francisco & New York and $120,000 to $180,000 CAD for Toronto. This OTE is structured with a target 70% base pay and 30% commission pay with an uncapped commission structure. Final offer amounts and the exact base/commission split are determined by multiple factors including candidate location, experience, and expertise and may vary from the amounts listed above.

About the Role:

As a Licensed Dedicated Advisor, you'll guide small business owners through one of the most important decisions they make for their teams: health benefits. You'll build lasting relationships with your clients, help them understand their options, and guide them through benefits decisions with clarity and confidence.

This is a high-impact role on a team of licensed benefits experts who serve as trusted partners to employers throughout the benefits life cycle.

Location & Training Requirements:

This role is hiring in Denver, CO and Phoenix, AZ only. Candidates must be located in or able to commute within the Denver or Phoenix metro areas. All new hires will complete an onsite training program at their local office during their first 4–6 weeks of employment. Training is fully in-person, 5 days a week, so you'll need to be available and able to commute onsite for the duration of that period.

Following the training, candidates will be expected to adhere to Gusto's hybrid policy where Gusto has physical office spaces.

Here’s what you’ll do day-to-day:

• Serve as the primary benefits contact for a portfolio of small group employer clients
• Guide clients through the full renewal process — from assessment of needs, plan evaluation, selection through enrollment support
• Proactively assess client needs and recommend coverage options (dental, vision, life, disability, HSA/FSA) and plans (SGHI, Level Funded, LGHI) that best fit their teams
• Provide clear, approachable guidance on health insurance concepts via phone and email
• Ensure clients receive timely, accurate support that meets their needs throughout the year
• Meet SLAs and performance standards in a fast-paced, deadline-driven environment

Here’s what we're looking for:

• Minimum 4+ years in a customer-facing role; health insurance or benefits experience preferred
• Active Life and Health Producer License OR willingness to obtain an active Life and Health Producer License prior to start date
• Experience supporting a client portfolio or managing ongoing client relationships
• A track record of strong client retention and service delivery
• Clear communicator who can simplify complex benefits concepts
• Self-starter who thrives with autonomy and adapts well to change

About the Role:

We are building AI-powered, agentic workflows to transform how service operations scale, resolve customer needs, and maintain quality in high-stakes environments. At Gusto, that means designing systems that can earn the trust of small business owners — where a wrong answer or a missed escalation has real consequences.

As an AI Solutions Architect, you will own the end-to-end design and performance of these workflows in production — where models, tools, data, and human judgment come together to deliver outcomes. This is not a traditional architecture role. You will design, prototype, deploy, and continuously improve AI-driven systems that directly impact customer experience and operational efficiency. You will also play a key role in shaping the evolution of our AI platform by identifying capability gaps, prototyping solutions, and informing the primitives required to scale agentic systems effectively.

You will report into the Service Transformation org and work at the intersection of AI governance, service quality, and operational transformation — operating as the connective tissue between Engineering, CX, Legal, and Compliance as Gus, Gusto's AI assistant, scales.

About the Team:

The mission of our Service Transformation (CXT) team is to quickly evolve and scale how Gusto delivers outstanding service experiences and leverages AI to do so. Our team designs the systems, governance frameworks, and feedback loops that allow Gusto's service model to improve continuously, operate reliably, and earn the trust of the customers and employees who depend on it.

Here’s what you’ll do day-to-day:

• Architect, prototype, and own end-to-end agentic service workflow frameworks, from scoping through production deployment and iteration — including solve and assist targets, HITL protocols, override logic, and downstream quality safeguards
• Analyze SOPs, operational metrics and interaction data to identify and prioritize high-impact automation opportunities based on volume, risk, and customer impact
• Design and implement multi-agent orchestration patterns across tools, data sources, and decision steps within a single end-to-end workflow
• Apply and influence AI platform capabilities in partnership with CoreX (Gusto's AI Platform team) — including orchestration, retrieval, and evaluation — helping define what needs to be built to support production workflows at scale
• Identify platform gaps, prototype workflow-level solutions, and partner with engineering to shape the primitives required for reliable, scalable AI systems
• Serve as the primary CX voice in Legal, Security, Compliance, and CoreX forums — translating CX quality stakes and workflow risk into terms each audience acts on, and ensuring governance requirements are embedded in design, not retrofitted after launch
• Strengthen evaluation frameworks and feedback loops to ensure quality, compliance, and continuous improvement; contribute to Gusto's human evaluation programs and AI governance practices through deep partnership with our internal CX Labs team
• Partner with Data teams to define and track workflow performance — including solve and assist rate, AHT, rework rate, and customer effort score — clearly distinguishing between model-level, workflow-level, and operational drivers
• Build ROI models to quantify workflow impact across efficiency, quality, and cost before and after deployment
• Represent workflow performance and risk to senior stakeholders with appropriate precision and brevity; communicate in a way that drives action, not overwhelm
• Lead through ambiguity and rapid change: the function is still being defined, and you will help define it

Here’s what we're looking for:

• 8+ years in operations, product, or AI roles — with at least 2 years designing and deploying AI-assisted or agentic workflows
• Strong fluency with LLM systems, including prompt design, evaluation, and production behavior at scale
• Hands-on experience with agentic tooling, orchestration frameworks, or MCP-style integrations — conceptual familiarity is not sufficient at this level
• Experience designing human-in-the-loop (HITL) systems with clear escalation logic, override controls, and compliance-aware checkpoints
• Working knowledge of multi-agent systems and tool coordination
• Strong operational judgment: able to define and diagnose workflow metrics 
• Proven track record influencing cross-functional stakeholders — including Product, Engineering, Legal, Security, and Compliance — in writing, in design reviews, and in high-stakes forums
• Familiarity with Responsible AI practices, governance, and risk management in production environments
• Proven ability to operate in high ambiguity, create clarity, and drive alignment across technical and non-technical audiences
• Strong systems thinking with a bias toward execution and measurable outcomes
• Deep empathy for small business customers and the employees who serve them

Our cash compensation amount for this role is $133,470/yr to $173,511/yr in Denver & most major metro locations, and $157,145/yr to $204,289/yr for San Francisco & New York. Final offer amounts are determined by multiple factors including candidate location, experience and expertise and may vary from the amounts listed above.

About the Role:

As a Expansion Sales Account Executive at Gusto, you will be a platform advisor to drive expansion revenue by engaging customers through both inbound and outbound outreach. Using a structured, multi‑touch cadence, you will secure quality connects and generate incremental ARR growth.

Key Responsibilities:

• Execute a multi‑touch outreach cadence (calls + emails) to connect with customers
• Fast responsiveness to inbound opportunities combined with smart outbound prospecting into our customer base
• Conduct at least 60 consultative calls daily to uncover upsell and cross‑sell opportunities.
• Leverage your deep knowledge of the People Platform to demonstrate additional product value.
• Update Salesforce with detailed notes and collaborate with cross‑functional teams (Sales, Product, Marketing) to optimize messaging.
• Ownership of a monthly ARR quota achieved via upsell and cross-sells
• Use AI-powered workflows as a core part of how you sell: running assigned tools daily, surfacing friction and inefficiencies as you find them, and collaborating with your team to influence what gets built or improved next.

About the Team:

The Platform Sales team is dedicated to supporting our existing customers as their businesses evolve, ensuring their needs are met at every stage of growth. Through proactive outreach during key lifecycle moments, we drive greater product adoption, enhance customer engagement, and extend customer lifetime value with Gusto.

Here’s what you’ll do day-to-day:

• Daily Outreach:
• Make approximately 60 dial attempts per day (targeting 6 quality connects; ~10 call attempts per connect).
• Send personalized follow‑up emails per dial attempt/connect and leverage additional touchpoints as needed.
• Consultative Engagement:
• Conduct a minimum of 6 consultative calls each day—balancing inbound scheduled calls with targeted outbound efforts.
• Pipeline & Collaboration:
• Update Salesforce with detailed call notes, track opportunities, and plan follow‑up actions.
• Participate in daily huddles with your PE to review priorities and discuss top‑priority opportunities.
• Feedback:
• Collect insights from customer conversations to help refine outreach strategies and product messaging.
• Results
• Contribute to achieving monthly incremental ARR targets of approximately $109,000

Here’s what we're looking for:

• 3+ years in consultative sales or account management focused on expansion.
• Proven success in a high‑velocity sales environment managing numerous customer interactions.
• Proficiency in Salesforce and modern sales engagement tools.
• Excellent communication, negotiation, and time‑management skills.
• Proven, day-to-day experience integrating AI into how you work - across writing, research, prep, and summarization as a core part of your workflow, with a track record of giving clear, useful feedback that helps improve your tools and processes.

Our cash compensation range for this role is $95,000 to $120,000 OTE in Denver, Atlanta, Phoenix, Chicago and most remote locations. Remote locations will vary based on our geographical pay approach. Final offer amounts are determined by multiple factors, including candidate location, experience and expertise, and may vary from the amounts listed above.

About the Role:

Gusto is searching for a builder. Not a manager of an existing PEO sales team — a founder-minded sales leader who will design the motion, write the playbook, hire the team, and carry a personal book of business in the early months. This is a 0→1 opportunity to establish Gusto's PEO sales org from the ground up, and we're looking for someone who is energized by that challenge.

You will drive new PEO revenue by selling Gusto's co-employment solution to both prospects and our existing base of 400,000+ customers — Gusto's single biggest competitive advantage over legacy PEOs. The pace is fast, the market opportunity is real, and we're looking for someone who will bring experience, creativity, and a genuine passion for building to the table every single day. You align with our company values and have a knack for building for the long haul. If you're excited to roll up your sleeves, lead by example, and architect something from scratch, let's talk.

About the Team:

You will be the founding leader of Gusto's PEO sales function. In the first 6–12 months, you'll operate as a true player-coach — personally closing deals while simultaneously building the team, tooling, and infrastructure around you. You'll define the ideal customer profile, build out the sales stages and pipeline architecture in Salesforce, and establish the channel strategy (including broker and accountant referral partnerships) that will drive scalable new business over time.

This team will serve as Subject Matter Experts on PEO, guiding prospects through complex buying decisions and partnering closely with HR, benefits, and payroll counterparts to deliver a seamless customer experience. Your biggest unfair advantage: Gusto's existing install base. Like the best scaled PEOs, a meaningful share of your pipeline will come from converting existing payroll customers — and you'll be the one to design and build that on-ramp.

Here’s what you’ll do day-to-day:

• Sell and build simultaneously. For the first 6–12 months, carry a personal book of business while building the team and infrastructure around you. This is a player-coach role that requires someone comfortable operating at both levels.
• Design the sales motion from scratch. Define sales stages, lead routing, funnel metrics, and pipeline architecture in Salesforce. This org doesn't have a pre-built RevOps foundation — you'll build it.
• Own the full talent lifecycle. Partner closely with Recruiting to define hiring profiles, run interviews, and select top PEO sales talent. Onboard new hires for fast ramp and continuously assess team capacity to stay ahead of headcount needs.
• Build and leverage the channel ecosystem. Develop a point of view on broker, GA, and accountant referral channels. Even if you don't own these relationships day one, you'll be expected to shape the strategy and lay the groundwork for a scalable partner channel.
• Convert the install base. Develop the playbook for converting Gusto's existing 500K+ payroll customers to PEO. Understand the unique motion, objections, and value proposition for in-base selling vs. cold-start prospecting.
• Operate with selling season fluency. Understand and plan around PEO's concentrated selling window (Sept–Dec, with ~50–60% of new business landing Jan 1). Build team capacity, pipeline targets, and go-to-market rhythms accordingly.
• Collaborate cross-functionally with Sales, Marketing, and Product leadership to identify market opportunities, drive pipeline, and help shape PEO product strategy.
• Use data to drive decisions — from advisor skill development to team-level initiatives. Track, measure, and report on sales effectiveness; adjust programs as needed.
• Lead with AI fluency. As a people leader at Gusto, you're expected to actively model and drive AI adoption across your team — not just as a user, but as a champion. This means leveraging AI tools to surface pipeline insights, accelerate coaching, improve forecast accuracy, and identify at-risk deals earlier. You'll help your team integrate AI into daily workflows (outreach, call prep, follow-up), experiment with new tooling, and share learnings across the broader sales org. We expect our leaders to stay ahead of the curve and bring a point of view on how AI can make the team meaningfully better.
• Build a culture of excellence. Cultivate each individual's skill set and guide career pathing as they grow within the organization. Ensure the team maintains deep knowledge of PEO compliance, co-employment regulations, and applicable state and federal employment law requirements.

Here’s what we're looking for:

• PEO Expertise: 5+ years of experience in PEO sales, with direct experience standing up a PEO sales org or building a sales team 0→1 in a high-growth environment. We're prioritizing builder profiles over tenure in a mature org.
• Player-Coach Experience: Proven ability to carry personal quota while simultaneously building team, process, and infrastructure. This is not a pure management role in the early stages.
• Selling Season Fluency: Direct experience operating within PEO's Jan 1 selling cycle — Sept–Dec pipeline build, renewal dynamics, and capacity planning. This is a key screen for PEO-specific operating experience vs. generic HCM.
• Install Base Conversion: Experience developing or executing strategies to convert an existing customer base to a higher-tier or adjacent product. Familiarity with in-base PEO conversion motions is a strong plus.
• Channel Strategy: Understanding of broker, GA, and accountant referral channels in the PEO or benefits space. Ability to develop a POV and lay groundwork for scalable partner-sourced pipeline.
• RevOps & Pipeline Architecture: Experience building or significantly contributing to Salesforce pipeline design — sales stages, lead routing, funnel reporting — from an early-stage starting point.
• Management Experience: 5+ years of people management in a sales organization, including direct involvement in recruiting and hiring.
• Results-Oriented: Consistent track record of establishing and exceeding measurable goals.
• Sales Acumen: Strong working knowledge of inbound and outbound sales methodologies in SMB SaaS or HCM/PEO environments.
• Collaboration: Ability to work effectively across Sales, HR, Benefits, and Product teams; excellent interpersonal skills.
• AI Leadership: Demonstrated ability to evaluate, adopt, and champion AI and automation tools in a sales environment. Comfortable going beyond personal usage — setting expectations, building habits, and holding the team accountable to AI-enabled ways of working.
• Technical Proficiency: Salesforce.com (SFDC) experience required, including pipeline and funnel design; familiarity with HCM platforms and benefits administration tools preferred.

Our target on-target earnings (OTE) compensation for this role is $270,000/yr to $280,000/yr in Denver & most remote locations, and $295,000/yr to $318,000/yr for San Francisco, & New York. This OTE is structured with a target 60% base pay and 40% commission pay with an uncapped commission structure. Final offer amounts and the exact base/commission split are determined by multiple factors including candidate location, experience, and expertise and may vary from the amounts listed above.

About the Role:

Gusto is looking for an experienced, hands-on people manager to lead a core Data Science & Analytics team. This role sits at the heart of how we use data — and increasingly AI — to understand, shape, and scale Gusto's products. You’ll both manage a team of data scientists and analysts as well as personally get in-the-weeds to work closely with Product, Engineering, Design, Marketing, Sales, and Finance to deliver insights and frameworks that inform strategy, optimize user experiences, and accelerate business growth.

We're looking for a leader who can balance strategic influence with hands-on craft — someone who can guide senior Gusto leaders through data and AI strategy, coach data scientists on impactful problem solving, and dive in to drive forward statistically rigorous analyses when needed.

Here’s what you’ll do day-to-day:

• Lead and develop a team of data scientists – hire, empower, and coach team members; set a high bar for analytical quality and career growth.
• Shape product and business strategy through data – partner with Product and cross-functional leaders to identify opportunities, prioritize investments, and influence long-term product roadmaps.
• Develop and scale measurement frameworks – define key metrics, design monitoring systems, and ensure product initiatives — including AI-powered features — are rigorously tracked and evaluated.
• Support experimentation and decision-making – support inferential analyses and experimentation (e.g., A/B tests, segmentation, funnel analysis), including designing evaluations for AI and ML-driven systems, ensuring findings are actionable and aligned to strategic goals.
• Partner on AI-powered product development – collaborate with ML Engineering and Product to bring intelligent features to life (personalization, predictions, intelligent automation), ensuring they're grounded in customer insight and measured for real-world impact.
• Balance strategic and hands-on impact – dive deep into data, review and refine analyses, and ensure insights are both technically sound and business-relevant.
• Influence senior leadership – communicate insights and recommendations clearly, framing trade-offs and shaping executive decision-making.

Here’s what we're looking for:

• 10+ years of experience in data science or related fields, with at least 4 years managing and scaling high-performing data science teams.
• Deep expertise in product analytics – experience with user acquisition, activation, retention, engagement, or expansion in SaaS or product-led environments.
• Technical fluency – advanced coding skills, strong statistical reasoning, and familiarity with experimentation frameworks; ability to mentor data scientists on best practices.
• AI product intuition – experience working at the intersection of data science and AI product development; comfort reasoning about model behavior, evaluation design, and the tradeoffs of deploying AI in customer-facing contexts.
• Strategic and business acumen – demonstrated ability to connect insights to product and business goals, and to influence roadmaps through data.
• Executive communication skills – proven experience presenting insights to senior stakeholders, turning complex data into clear and actionable recommendations.
• Cross-functional collaboration – history of working closely with Product, Engineering, and go-to-market teams to drive decisions and deliver impact.
• Hands-on experience with ML applications in product contexts (e.g., personalization, churn prediction, customer segmentation, or LLM-powered features) is strongly preferred.
• Familiarity with multi-product SaaS ecosystems and customer lifecycle analytics is desirable.

Our cash compensation amount for this role is targeted at $217,000 - $265,000 in San Francisco and New York. Final offer amounts are determined by multiple factors including candidate experience and expertise and may vary from the amounts listed above.

About the Role

We're looking for our new Head of Accountant Community to build and scale Gusto's brand presence and community with the accountant audience.

This is a highly visible, strategic role responsible for representing Gusto externally to accountants through thought leadership, community programs, events, and partnerships. You'll create the connective tissue between brand, community, and growth—driving firm recruitment, activation, and long-term engagement while strengthening Gusto's reputation as the small business partner accountants trust and advocate for.

About the Team

This role is part of the go-to-market team responsible for driving pipeline and fueling growth across indirect channels. We combine creativity, data-driven insights, and cross-functional collaboration to design campaigns that reach, engage, and convert the right audiences at scale. Together, we've helped Gusto grow to serve thousands of accounting partners nationwide, and we're just getting started.

Here's what you'll do day-to-day

● Build and lead Gusto's accountant community strategy, defining how we show up consistently and credibly across owned, earned, and experiential channels.

● Represent Gusto externally to the accountant audience through thought leadership, speaking opportunities, events, community programs, and industry partnerships.

● Develop and scale community programs and experiences (virtual and in-person) that foster connection, education, and advocacy among accounting firms.

● Own and evolve Gusto's accountant-facing thought leadership strategy, partnering with content, comms, and product marketing to create narratives that build trust and authority.

● Partner closely with product, marketing, and sales teams to ensure community efforts translate into firm recruitment, activation, and engagement.

● Design and execute events and sponsorship strategies (e.g., conferences, field events, roundtables, meetups) that strengthen brand affinity and accelerate funnel impact.

● Collaborate with PR, comms, and social teams to amplify community voices and elevate Gusto's presence in the broader accounting ecosystem.

● Establish feedback loops with accountants to surface insights that inform product positioning, messaging, and partner experience.

● Define and track success metrics across accountant community health, including awareness, sentiment, engagement, and top-of-funnel performance.

● Manage budgets, vendors, and external partners to deliver high-quality programs efficiently and at scale.

Here's what we're looking for

● 7–10 years of experience in community marketing, ideally within partner- or relationship-driven industries.

● Proven experience building and scaling communities or external-facing programs that drive trust, engagement, and long-term growth.

● Strong track record of representing a brand externally through events, speaking, partnerships, or thought leadership.

● Experience developing integrated programs that connect brand and community efforts to measurable business outcomes.

● Excellent storytelling and communication skills, with the ability to craft compelling narratives for senior, professional audiences.

● Strong cross-functional collaborator who can influence without authority and partner closely with sales, product marketing, comms, and leadership.

● Data-informed mindset with experience defining and measuring success across brand, engagement, and funnel metrics.

● AI fluency: Ability to use AI tools (e.g., ChatGPT, Glean) to improve efficiency in content creation, personalization, and insight generation, with strong judgment about when to apply AI vs. human expertise in community building.

● Comfort operating in a fast-paced, ambiguous environment while building something net-new from the ground up.

● Bonus: experience marketing to accountants, professional services firms, or other referral-based ecosystems.

Compensation

Our cash compensation amount for this role is $152,655/yr to $190,000/yr in Denver, Phoenix/Scottsdale, Las Vegas, Chicago, and Atlanta; $180,000/yr to $225,000/yr for San Francisco & New York, and CAD $147,000 to $180,000/yr for Toronto. Final offer amounts are determined by multiple factors including candidate location, experience and expertise and may vary from the amounts listed above.

#LI-HYBRID

Location: Only SF, Denver, NYC

About the Role:

We’re hiring seasoned engineers to join our teams that work on core platform capabilities, improving our existing systems for extensibility and scalability, and building the future of Gusto's Payroll and Tax systems. As a Gusto Software Engineer at this level, you’ll be guiding projects end-to-end by influencing initial feature specs, understanding how to take existing systems closer to desired end states, executing on projects, and maintaining code that powers core experiences. If you’re interested in building elegant software with far-reaching effects in our modern economy, join us!

About the Team:

Payroll is the beating heart of Gusto’s business. Pay Group (payroll and tax) teams are responsible for the product, ops, and service components Gusto uses to onboard customers, process payrolls, calculate taxes and deductions, pay and file with tax agencies, and maintain compliance on behalf of the customers. The domain is highly complex and offers the opportunity to engage in system design that simplifies this for customers, both internal and external.

Sub- Teams:

• Tax Accuracy: The Tax Accuracy group is responsible for gathering and maintaining the necessary information for us to pay and file taxes accurately and on time for our customers, and consists of multiple teams that cover various parts of the process.
• Ledger: This team is building a payroll ledger to track accrual accounting for payroll-related money movement. This team is starting to support the payroll domain, risk, payments, and accounting. 
• Engine: This team works closely with the payroll compliance team to ensure enablement of compliant pay, such as minimum wage adjustments, regular rate of pay, etc. We enable end-to-end success of payroll processing and working with various domain teams such as tax calculations, tax setup, payments, and more.
• Platform: This team is developing a new platform to be the common interface for interacting with payroll and tax data. The payroll and tax domain is highly complex; our team exists to make it easier for other application teams to interact with the payroll and tax system. We enable application and experience teams to deliver customer value faster by providing a scalable, flexible, performant, and highly understandable platform to integrate with. 

Here’s what you’ll do day-to-day:

• Function as a Technical Lead across multiple teams in Payroll Services, helping us keep engineers unblocked and deliver high-quality work supporting our long-term goals
• Design, build, and test the foundation that supports compliant payroll for millions of people
• Help scale one of the largest Ruby/Rails and TypeScript/React applications in the world
• Collaborate on complex and ambiguous problems with partnerships from Engineering, Product Management, Design, Data Science, Compliance, Operations, and other cross-functional teams
• Mentor and grow fellow engineers working to create holistic and scalable solutions
• Drive the product development process from concept to launch, delivering delightful products that make payroll, taxes, and compliance simple and easy
• Improve the productivity and happiness of our teams with the services, tools, and APIs you build.
• Engage in a highly supportive environment working with others to drive productivity and innovation
• Continuously stay up-to-date with advancements in AI and Machine Learning, applying this knowledge to our projects.

Here’s what we're looking for:

• Successful applicants typically have at least 15+ years of experience
• Able to build maintainable, structured, well-documented code 
• Strong knowledge of data structures, data modeling, and system design
• Experience working across 3+ teams, influencing both product and team direction
• Experience working on platform products which are depended upon throughout the company
• Experience engineering, designing, building and supporting large scale systems in production
• An aptitude in bringing clarity and simplicity to complex problems, communicating technical complexity and facilitating informed tradeoffs to major stakeholders
• Experience operationalizing and scaling large interconnected production systems
• Enthusiasm for a collaborative, test-driven environment
• Experience in complex highly regulated domains
• Examples: HR, Payroll, Taxes, or Compliance 
• Experience using AI tools to build, test, and iterate on products quickly.
• Understanding of how to evaluate AI-driven outputs using clear success criteria.
• A commitment to staying current on emerging backend technologies and AI frameworks and patterns, regularly experimenting with new approaches.
• Willingness to contribute to shared tools or templates that enhance the speed and safety of AI experimentation.

Our cash compensation amount for this role is targeted at $215,000/yr to $252,000/yr in Denver & most remote locations, and $251,000/yr to $295,000/yr for San Francisco, Seattle & New York. Stock equity is additional. Final offer amounts are determined by multiple factors including candidate experience and expertise and may vary from the amounts listed above.

#LI-DNI

About the Team:

The Unified Service Platform (USP) product team serves as Gusto’s architectural backbone, responsible for engineering the intelligent, AI-driven ecosystem that brings GTM and Service operations into alignment. Our mission is to replace fragmented point solutions with a singular System of Intelligence—a digital exoskeleton that strips away administrative friction so our teams can focus on what matters most: our customers. Through our commitment to a #OneGusto experience, we provide the platform that ensures every internal interaction is backed by the full context of the customer journey.

We are an AI-native team building "agentic" solutions that transform how work happens. By mastering the AI-Human-AI loop, we own the delivery of a seamless, cross-channel journey across voice, chat, and email. Our goal is to ensure that our internal technical excellence creates an instant, easy and effortless experience for every business Gusto serves.

Here's what you'll do day-to-day:

• Drive Platform Excellence: Lead system improvements through effective requirements elicitation, configuration, administration, development, and application support for our Salesforce platform — ensuring it scales with Gusto's growth.
• Lead Cross-Functional Delivery: Manage projects and partner closely with cross-functional teams to roll out new systems, reduce process inefficiencies, and deliver measurable impact across the organization.
• Own the Integration Ecosystem: Manage integrated applications and third-party suppliers — including NICE CXOne, Qualtrics, Gong, Chili Piper, Outreach, RingLead, Catalyst, and more — ensuring seamless connectivity across the GTM tech stack.
• Be a Technology Strategist: Partner with stakeholders to take ownership of the roadmap and tools they depend on, driving efficiency and enabling Gusto to scale with confidence.
• Build Exceptional Gustie Experiences: Design and maintain best-in-class experiences using Salesforce Service and Sales Clouds, with a focus on usability and adoption.
• Own Lead-to-Cash: Be accountable for the vision, strategy, and roadmap of our lead-to-cash capabilities — ensuring end-to-end process integrity across the revenue lifecycle.
• Champion Change Communication: Own the communication of platform changes to end users and stakeholders, driving clarity and adoption at every stage.

Here's what we're looking for:

• Revenue Systems Veteran: 7+ years of experience as a Business Systems Analyst supporting Revenue organizations, with a proven track record of designing and supporting large-scale, technically complex Salesforce solutions.
• Salesforce Strategist: 4+ years of strategic Salesforce ownership, including defining the platform's vision, roadmap, and prioritization — with deep knowledge of best practices for Salesforce architecture and governance.
• GTM Tool Expert: Comprehensive knowledge of GTM tools (e.g., Salesforce, NICE CXOne, Chili Piper, RingLead, ZoomInfo, CPQ, or related technologies) and the ability to manage integrated third-party applications end-to-end.
• AI Builder & Fast Learner: Demonstrated comfort using AI tools (e.g., Claude, Copilot, or similar) to accelerate development, generate code, and write requirements — and a genuine eagerness to upskill in an AI-native, fast-paced environment.
• Analytical Problem-Solver: Demonstrated ability to analyze processes and data to deliver impactful, scalable solutions that reduce inefficiencies and support Gusto's growth.
• Communicator & Collaborator: Strong interpersonal skills with experience working across diverse teams and functions, including training and enabling end users to drive platform adoption.
• Certified (Preferred, Not Required): Salesforce certifications (e.g., Administrator, Platform App Builder, Advanced Administrator, Business Analyst, Sales Cloud Consultant) are a plus.

Our cash compensation amount for this role is targeted at $129,000-160,000 in Denver & most remote locations, and $154,000-193,000 for San Francisco & New York. Final offer amounts are determined by multiple factors including candidate experience and expertise and may vary from the amounts listed above.

About the Role:

As the Head of Social and Influencer Marketing, you will define and lead Gusto's social and influencer strategy to significantly grow brand awareness, engagement, and consideration among small businesses and their advisors. You will be responsible for building, managing, and developing a high-performing team, overseeing all social channels, content strategy, and end-to-end influencer programs. You’ll work closely with brand, product marketing, sales, and PR teams to ensure a consistent, compelling, and integrated brand voice across all social touchpoints, driving measurable impact on our B2B growth objectives. You’re a visionary leader, deeply analytical, and customer obsessed, with a proven track record of scaling social and influencer initiatives. You will also serve as a leader in Gusto’s AI-native evolution, defining the standards for ethical and high-quality AI usage across all social and brand channels.

About the Team:

This role is a key leadership position within our marketing organization, vital for shaping Gusto's public presence and accelerating growth across direct and indirect channels. We are a team that combines creativity, data-driven insights, and cross-functional collaboration to design campaigns that reach, engage, and convert the right audiences at scale. You will build and empower a team dedicated to fostering vibrant communities and amplifying our message, contributing to Gusto's mission to serve over 400,000 small businesses, and we’re just getting started

Here’s what you’ll do day-to-day:

• Develop and execute a comprehensive social media and influencer marketing strategy aligned with business objectives, brand guidelines, and B2B audience needs.

• Lead, mentor, and grow a team of social media and influencer marketing professionals, fostering a culture of innovation, collaboration, and continuous improvement. This includes acting as an Innovator to build repeatable, documented AI-assisted workflows (e.g., advanced prompt libraries for copy and content ideation, automated testing models) that increase the team’s effectiveness, and conducting regular training to elevate the team's AI fluency.

• Oversee content strategy, creation, and distribution across all owned social channels (e.g., LinkedIn, Meta, YouTube, Tik Tok), ensuring brand consistency and engagement. You are accountable for setting rigorous internal standards to Grade the Output of all AI-generated content for accuracy and brand voice.

• Design, launch, and manage end-to-end influencer programs that drive authentic advocacy, reach new audiences, and generate measurable results for B2B segments.

• Establish and evolve community management best practices, ensuring timely and engaging interactions with our audience.

• Partner closely with Brand, Product Marketing, PR, and Sales teams to integrate social and influencer efforts into broader campaigns and product launches.

• Define key performance indicators (KPIs), conduct regular analysis of social media and influencer performance, and provide actionable insights to optimize strategy and demonstrate ROI. You will strategically Give it to AI by identifying the highest-leverage opportunities for large language models and predictive tools to maximize campaign reach and targeting.

• Proactively champion the Guard the Trust principle by ensuring 100% compliance with Gusto's AI and data policies across all social, influencer, and community programs.

• Manage budgets, agency relationships, and social media tools/platforms effectively.

• Stay abreast of emerging social media trends, platforms, and technologies (including AI advancements) to identify new opportunities for growth and innovation.

Here’s what we're looking for:

• 12+ years of overall marketing experience, with at least 7+ years specializing in social media and influencer marketing, and 3+ years in a leadership role managing a team.

• Proven track record of building and scaling social media and influencer programs for B2B brands, demonstrating measurable growth in awareness, engagement, and lead generation.

• Deep expertise in developing content strategies tailored for various social platforms and audience segments.

• Strong understanding and hands-on experience with social media management platforms, analytics tools, and influencer marketing platforms.

• Exceptional analytical skills: ability to interpret complex social data, measure campaign effectiveness, and translate insights into strategic recommendations.

• A proven track record of operating at the Innovator or Amplifier level of AI fluency. This means moving beyond personal tool usage to define, deploy, and govern AI strategy for the entire function. You must demonstrate expertise in Guiding AI to produce highly effective and on-brand social content at scale, establishing quality assurance processes, and ensuring the team rigorously adheres to compliance and ethical standards.

• Outstanding leadership and people management skills, with experience coaching and developing marketing talent.

• Skilled collaborator with experience working closely with Brand, PR, Product Marketing, Sales, and RevOps teams.

• Exceptional written and verbal communication skills, with the ability to craft compelling narratives and present strategic plans to executive stakeholders.

• BA/BS degree required; MBA or advanced degree a strong plus

Our cash compensation amount for this role is targeted at $169,000 - $200,000/yr in Denver, Phoenix, and Atlanta, and $200,000 - $240,000/yr for San Francisco & New York. Final offer amounts are determined by multiple factors including candidate experience and expertise and may vary from the amounts listed above.

#LI-Hybrid

About the Role

Gusto is looking for a Paid Social Marketing Lead to own our paid social program end-to-end, from brand awareness through conversion, across social channels such as Meta, LinkedIn, Reddit, and TikTok. This is a high-visibility, high-impact role at the intersection of performance marketing, creative strategy, and AI-powered workflow design. You will serve as the strategic lead for paid acquisition across paid social and adjacent channels, setting the framework for how paid media operates within Gusto's demand generation engine. You'll have full strategic and creative latitude over one of Gusto's most important acquisition channels, with direct influence on pipeline and revenue. If you're a full-funnel paid social operator who thinks in systems, holds creative and data rigor in equal measure, and uses AI as a genuine daily tool, we want to meet you.

About the Team

As a member of Gusto’s Demand Generation team, you will be embedded specifically within Paid Acquisition, a focused group responsible for driving awareness and pipeline through paid media. This team operates with high autonomy, a bias for experimentation, and a culture of cross-functional partnership. We hold ourselves to a high standard, move fast, and genuinely believe that being AI-native is part of what it means to do this job well today.

Here's what you'll do day-to-day:

• Own paid social strategy and execution across Meta, LinkedIn, Reddit, Quora, and TikTok, driving full-funnel campaigns from brand awareness through retargeting and conversion, with accountability to pipeline and revenue targets.
• Manage significant, multi-million dollar budgets with rigor, including campaign pacing, forecasting, budget-vs-actuals analysis, and making the case for paid social investment in imperfect attribution environments.
• Define and socialize Gusto's paid acquisition measurement framework, including attribution philosophy and budget allocation principles, establishing this as the standard for the broader marketing team.
• Lead creative strategy and testing at scale: briefing creative studios and agencies, structuring meaningful experiments, interpreting complex data sets to drive actionable insights, and building a clear learning roadmap.
• Act as Gusto's internal subject matter expert on paid social and AI-powered marketing workflows, developing playbooks and frameworks adopted across the marketing org.
• Partner with Web Marketing to align on landing page strategy, message match, and post-click conversion, because paid social performance doesn't end at the click.
• Manage agencies and contractors, and an IC by setting clear expectations, reviewing quality, and holding partners accountable to results.
• Use AI tools as a consistent, habitual part of your workflow: generating campaign briefs, developing copy variants, accelerating audience research, and building reusable systems that raise the bar for the whole team.
• Collaborate cross-functionally with Integrated Marketing, Communications, and Web to align paid social with integrated campaigns, product launches, and earned media moments, and bring performance data back upstream to influence creative production and asset strategy.

Here's what we're looking for:

• 12+ years of paid social experience or equivalent at a B2B SaaS, performance marketing agency, or high-growth consumer organization.
• Full-funnel ownership across two or more major paid social platforms (Meta, LinkedIn, Reddit, Quora, TikTok) with significant budget responsibility and a track record of driving measurable pipeline impact.
• Demonstrated experience managing external agencies and/or contractors, setting expectations, measuring performance, and holding partners to a high bar.
• Strong creative strategy and testing instincts: you know how to structure a test, distinguish a learning from a result, and translate performance data into creative direction.
• AI-fluent in practice, not just in theory; you use AI tools consistently in your day-to-day workflow to accelerate briefs, copy, and analysis, and have a track record of implementing AI-driven efficiencies for your team.
• Excellent cross-functional collaborator who can translate integrated briefs into paid social strategy, advocate for what the channel needs, and work effectively alongside brand, web, and comms partners.
• You are analytical and data-driven, with a clear point of view on attribution in imperfect measurement environments and comfort communicating paid social's contribution to business outcomes.

Compensation

Our cash compensation amount for this role is $151,020/yr to $180,000/yr in Denver, Phoenix/Scottsdale, Las Vegas, Chicago, and Atlanta, and $177,550/yr to $210,000/yr for San Francisco & New York. The cash compensation range for Toronto is (CAD) $134,285 - $158,000. Final offer amounts are determined by multiple factors including candidate location, experience and expertise, and may vary from the amounts listed above.

By the Numbers:

• Named #1 best software for small business of 2024 by G2
• 2,700+ employees in the United States, Canada, Mexico, and Turkiye and growing 
• Over $500M in annual revenue 
• The SMB market is large (and growing!) with huge opportunities for Gusto to make an incredible impact for SMBs 
• There are 6.2M employers in the US, 98% have fewer than 100 employees ⁽¹⁾ 
• 550,000 new businesses are created each year in the US ⁽¹⁾ 

What Product Management is like at Gusto:

• We’re looking for high-autonomy, entrepreneurial Product Managers to come build high-impact solutions for small businesses and their employees. We believe in high-ownership Product Managers who operate like business owners - owning an entire roadmap end to end and shipping product all the way from strategy through to the nitty gritty details (some describe this kind of role as a “GM” type role).
• Our Product team is lean, which means you’ll have a high degree of impact and ownership. 
• We’re here to serve small and medium businesses. Gusto has a strong mission-driven culture, and we care deeply about lifting up these business owners. 

About the Role:

Gusto is in search of an exceptional product leader to oversee our Payroll product and business area on a global scale. Payroll is Gusto’s core product, used by each of our 400,000+ small business customers and contributing significantly to our annual recurring revenue. As a key member of Gusto’s product leadership team, you will assume end-to-end responsibility for the Payroll product strategy, roadmap, and business performance. You will directly lead the product team and indirectly oversee various cross-functional departments, all collaborating to deliver the ultimate Payroll experience for our valued customers. Your role will encompass building a dynamic team, a thriving business, and a suite of products that will be adored by our customers while setting industry benchmarks.

If you are a customer-centric builder who thrives on making a substantial impact within a high-growth organization, we would be thrilled to hear from you!

About the Team

Payroll is the heart of Gusto’s business, ensuring employees are paid accurately, on time, and in compliance with complex regulations. Our teams build and maintain the infrastructure and customer experiences that make payroll simple, reliable, and stress-free. We design user-friendly team management products that integrate seamlessly with Gusto’s broader Small Business Platform, combining digital solutions with human support where it’s needed most. We serve customers at every stage, from new employers hiring their first team members to growing businesses with expanding needs. No matter the size or complexity of your business, our solutions provide peace of mind and take the work out of paying your team.

Here’s what you’ll do day-to-day: 

• Ownership: Take ownership of the Payroll product and business area from end to end.
• North Star: Define and drive the long-term vision and strategy for Gusto Payroll, charting the future of how small businesses will pay and empower their teams, and positioning Payroll for its next era of growth and scale.
• Collaborate: Work with a strong cross-functional team of Engineers, Product Managers, Designers, and Data Scientists to bring your product strategy to life for customers.
• Empowerment: Directly coach and lead a talented team of senior product managers.

Here’s what we're looking for:

• 15+ years of hands-on product management experience across all roles/levels, with at least 5+ years leading and managing PMs (ideally teams of >=5).
• A people-first leader who builds, mentors, and empowers senior PMs, fosters an inclusive product culture, and inspires teams to deliver with clarity, ownership, and accountability.
• Background in SMB-focused software, with experience working in complex areas and regulated categories strongly preferred.
• Strong track record of building and scaling large, mission-critical products, with the ability to break down multi-year initiatives into pragmatic, high-impact launches.
• Skilled at collaborating across Engineering, Design, Data, Ops, Compliance, Finance, and GTM teams to drive adoption, revenue outcomes, and customer success.

If you don't think you meet all of the criteria above but still are interested in the job, please apply. Nobody checks every box, and we're looking for someone excited to join the team.

Our cash compensation amount for this role is $206,000/yr to $248,000/yr in Denver & most major metro locations, and $243,000/yr to $292,000/yr for San Francisco, Seattle & New York. Final offer amounts are determined by multiple factors including candidate location, experience and expertise and may vary from the amounts listed above.

About the Role:

Are you looking for an opportunity to transform a business? Gusto is looking for a strategic, customer-focused leader to leverage customer feedback and operational key metrics to develop actionable insights and strategies that shape our product and service, and positively impact customer love.

Working with the Product, Engineering, Design and Customer Experience teams, you will be expected to tackle both highly strategic and deeply operational initiatives to deliver value for customers and Gusto. You’ll be customer-obsessed, business-minded, strategic, detail-oriented, and highly creative.

In this role, you'll help stand up the operational and service foundation for a new Gusto product, using both deep human judgment and emerging AI tools to move faster and make better decisions. If this sounds exciting to you, we’d love to connect!

About the Team:

The Benefits Product Operations team at Gusto is made up of committed, creative, collaborative people who care deeply about our mission to enable Benefits for all small and mid-sized businesses and their employees. We’re a highly cross-functional team focused on ensuring our product and service are co-designed and co-developed along the product lifecycle to deliver a best in class customer experience; Gusto is listening to, synthesizing and acting on customer and front-line team feedback; and that cross-functional teams are collaborating and swimming together to build the best version of Gusto for our customers.

Here’s what you’ll do day-to-day:

• Shape and support product development and its integration into service strategy for existing customers across the product lifecycle, in collaboration with Engineering, Design, Product Management, and Customer Experience teams.
• Understand our product and end-to-end service experience and organizations in intimate detail, including internal and external pain points and feedback.  Collaborate to ensure customer support considerations are integrated into broader company decisions.
• Lead and partner on product launches between Product Management and Customer Experience (CX) teams to ensure readiness and deliver insights post-launch to ensure a positive experience for customers and internal teams.
• Provide business insights and recommendations based on quantitative and qualitative data to influence strategy and operational design in both product and service roadmaps.
• Identify and drive cross-functional initiatives that will deliver value for customers and Gusto. Help develop and communicate a clear roadmap for enhancing service capabilities and experiences.
• Hypothesis-driven problem solving to drive our business.
• Contribute to advancing the Product Operations craft at Gusto and build AI fluency within the team:
  • Model how to use AI tools to accelerate service design, insight synthesis, and agent-driven operational workflows.
  • Identify and build AI-assisted operational workflows, including agents, to accelerate VoC synthesis, launch readiness monitoring, and cross-functional signal aggregation.
  • Use AI tools to prototype service solutions and surface requirements faster, compressing the feedback loop between customer signal and product/service response — before full engineering investment.

Here’s what we're looking for:

• 10+ years of relevant work experience at growing startups in operating roles (i.e., biz ops/strategy roles, product operations, project/program management, and/or consulting):
  • Experience scaling service strategy alongside growing SaaS products, including incubating products, building and managing product betas, and/or integrating new products into a scalable best-in-class service model.
  • Highly adaptable and resilient to changes in business needs or requirements, with the ability to navigate challenges and make decisions even when information is incomplete.
• Demonstrated self-starter and organized problem-solver. Self-sufficient, resourceful, and bias for action towards continuous improvement.
• Experienced with managing a variety of cross-functional stakeholders on complex strategic initiatives, including influencing senior leaders in Product or Customer Experience orgs.
• Strong data literacy and results-orientation, with the ability to identify the right questions, interpret quantitative and qualitative signals, and translate findings into decisions — including comfort using AI-assisted tools for analysis and synthesis.
• Excellent written and verbal communication skills, with the ability to effectively communicate complex subjects to both technical and non-technical audiences.
• Demonstrated AI fluency in an operational and product context — comfort using AI tools to synthesize qualitative data, identify automation opportunities in service workflows, and building or directing AI agents to reduce manual operational lift:
  • Experience prototyping with AI (e.g., Claude, Cursor, Codex or similar) is a plus.
• Experience with service design and/or service blueprinting.
• Experience working in the healthcare or benefits space (PEO, health insurance, etc.) is a plus; candidates with new product incubation experience in any complex regulated space are strongly encouraged to apply.

Our cash compensation amount for this role is $148,000/yr to $182,000/yr in Denver, and $167,000/yr to $217,000/yr for San Francisco & New York. Final offer amounts are determined by multiple factors including candidate location, experience and expertise and may vary from the amounts listed above.

About the Role:

The Corporate Tax Manager will be responsible for managing all aspects of the Company's tax compliance and planning. This role involves managing tax provisions, preparing and reviewing tax returns, and ensuring adherence to all relevant tax laws and regulations. The ideal candidate will be a highly motivated and detail-oriented individual with a strong understanding of tax principles and a commitment to accuracy.

Here’s what you’ll do day-to-day:

• Manage the preparation and review of federal, state, and local income tax returns, sales tax returns, and other tax filings.
• Manage the quarterly and annual tax provision process in accordance with ASC 740.
• Conduct tax research and analysis to ensure compliance with current tax laws and identify potential tax planning opportunities.
• Liaise with external auditors and tax advisors.
• Develop and implement domestic and international tax strategies to minimize tax liabilities.
• Manage tax audits and inquiries from tax authorities.
• Stay informed of changes in tax legislation and regulations and assess their impact on the Company.
• Prepare executive summaries of tax reports and presentations for senior management.
• Ensure accurate and timely payment of all tax obligations.
• Explore and leverage AI tax solutions.

Here’s what we're looking for:

• Bachelor's degree in Accounting, Finance, or a related field.
• Master's degree in Taxation or Accounting preferred.
• CPA certification required.
• Minimum of 5-7 years of progressive experience in corporate tax, with at least 2 years in a managerial role.
• Public accounting experience is a plus.
• Excellent knowledge of federal, state, and local tax laws and regulations.
• Strong analytical and problem-solving skills.
• Exceptional attention to detail and accuracy.
• Ability to communicate complex tax concepts clearly and concisely to non-tax professionals.
• Proven ability to manage multiple projects and meet deadlines.
• Strong leadership and team management skills.
• Strong proficiency with tax software and ERP systems.
• Proficiency in Microsoft Office Suite, especially Excel.
• Comfortable working in a fast-paced environment and collaborating with cross-functional and diversified teams.
• Agility with technology and automation / AI.
• Experience with Alteryx and PowerBI preferred

Our cash compensation amount for this role is between $113,190 - $139,601/year in Denver, between $137,020 - $168,991/year for New York and San Francisco. Final offer amounts are determined by multiple factors including candidate location, experience and expertise and may vary from the amounts listed above.

About the Role:

As the Enterprise Applications AI Architect, you will lead the integration of AI and automation across Gusto’s enterprise applications ecosystem, transforming how internal systems connect, communicate, and operate. Sitting within the IT and Enterprise Applications organization, you will partner closely with Product, Engineering, Finance, People Tech, and Operations to bridge business needs with AI driven solutions. You will act as the connector between business requirements and AI frameworks, designing Model Context Protocols (MCPs) and AI agents that make enterprise workflows smarter, faster, and more autonomous. In line with Gusto’s FY26 Enterprise Systems strategy, you will help shift our ERP and Finance systems from reactive workflows to predictive, context aware, and self improving platforms, while ensuring security, compliance, and measurable impact. This role combines hands-on technical execution with strategic systems thinking, using integration fluency, AI literacy, and business empathy to create the connective tissue that allows AI to seamlessly augment enterprise operations.

About the Team:

This role will report to the Enterprise AIT team, a group focused on driving the intelligent transformation of Gusto’s enterprise systems. The Enterprise AIT team is responsible for integrating AI, automation, and advanced analytics across our internal applications ecosystem to improve scalability, efficiency, and decision-making. Partnering closely with Finance, Business Ops, IT, and Security, the team enables Gusto’s enterprise systems to become smarter, more predictive, and more adaptive. This is a new role, designed to expand the team’s capacity to operationalize AI within enterprise workflows and support Gusto’s broader Enterprise Systems strategy.

Here’s what you’ll do day-to-day:

• Translate business needs into AI workflows by partnering with Finance and Business Operations teams to identify automation opportunities and design agentic workflows that improve decision making and reduce manual effort.
• Develop and maintain Model Context Protocols (MCPs) that securely and reliably connect enterprise systems such as NetSuite, Zuora, and Jira to AI agents, with clear documentation and optimization.
• Create and manage intelligent agents that execute or augment core enterprise processes such as onboarding, billing support, and compliance monitoring using large language models and orchestration frameworks.
• Govern the full lifecycle of MCPs and agents, ensuring adherence to enterprise data governance, privacy, and security standards, including SOX compliance, auditability, and appropriate access controls.
• Measure and optimize impact by defining and tracking KPIs such as automation adoption, efficiency gains, agent accuracy, reliability, and cost performance, and using those insights to guide iteration.
• Enable and influence the organization by partnering with IT, Security, and business stakeholders to build reusable AI frameworks, coach teams on safe and effective AI driven workflows, and champion AI first practices across day to day operations.

Here’s what we're looking for:

• 8+ years in Business Systems Analysis, Enterprise Applications, or Automation roles, with a track record of delivering impact in complex environments.
• Demonstrated experience building and maintaining integrations across systems such as Jira, NetSuite, or similar, with a strong grasp of APIs, JSON, and RESTful service design.
• Hands-on knowledge of AI agent frameworks (for example LangChain, CrewAI, Semantic Kernel, MCP) and experience designing or maintaining Model Context Protocols or equivalent frameworks.
• Familiarity with leading LLM platforms (OpenAI, Anthropic, Gemini etc.) and practical experience with prompt engineering.
• Proficiency in Python or JavaScript for automation, orchestration, and building modular, scalable AI workflows that translate complex requirements into executable solutions.
• Strong documentation, analytical, and stakeholder communication skills, with the ability to clearly explain tradeoffs and align technical solutions with business needs.
• Passion for building secure, compliant, and explainable AI systems, embedding risk, privacy, and compliance considerations (including SOX and audit controls) into every solution, with a growth mindset and focus on clarity, iteration, and measurable outcomes.

Our cash compensation amount for this role is targeted at $150,000-$165,000 /yr in Denver & most remote locations, and $185,000-$205,000 /yr for San Francisco, Seattle & New York. Final offer amounts are determined by multiple factors, including candidate experience and expertise, and may vary from the amounts listed above.

Symmetry Software is part of Gusto. Symmetry is the payroll infrastructure for software & payroll platforms powering the paychecks of over 64 million workers each year. Our fully integrated suite of payroll tax APIs and software tools allows companies to solve tax compliance issues and build applications across the entirety of the payroll process.

What Product Management is like at Symmetry:

• Our Product team is lean, which means you’ll have a high degree of impact and ownership. We believe in smaller, empowered teams that move quickly with less overhead. You’ll pair sharp product judgment with fluency in AI tools — automating what slows teams down and amplifying what makes them creative and high-performing.
• We’re builders. Lines between roles are intentionally blurred, and our PMs do whatever it takes to deliver outcomes. You’ll prototype, automate, design, and ship — using AI as your co-builder to turn problems into durable solutions that deliver customer value with urgency and care.
• We’re here to serve the payroll industry. Our technology impacts over 64 million paychecks in the US each year. We’re driven by deep customer empathy and a relentless desire to innovate.
• We’re comfortable with change. Our environment moves fast, and PMs here thrive in ambiguity — blending curiosity, experimentation, and AI-native craft to shape how products (and work itself) are built at Symmetry.

About the Role:

We’re  looking for a product leader to own the development of new business lines for payroll tax products. This 0 to 1 focused role will have broad autonomy to lead discovery, strategy, and execution for new products in payroll tax. This role will be expected to deliver durable business outcomes such as new revenue and existing revenue retention.

The right person will be an activator who couples strength in execution with a strong sense of ownership to delivering market success. You will work directly with a new product development engineering team and focus on AI-powered solutions that redefine our market.

Here’s what you’ll do day-to-day:

• Ownership: Lead long-term strategy. This includes spearheading research, defining customer and market positioning, shaping product direction, and identifying the investments and internal capabilities required for success. You’ll translate this strategy into actionable guidance that informs company-wide planning and execution.
• North Star: Focus the organization on what matters most. Identify the highest-leverage investments and decisions across functions that will unlock long-term success, reduce ambiguity, and ensure that Symmetry is building toward a market-winning payroll tax offering.
• Collaborate: Partner across Product, Engineering, Compliance, Legal, CX, Marketing, Sales, and Operations to uncover insights, validate assumptions, and build alignment. You’ll help create shared context and ensure cross-functional teams are set up to deliver.
• Accelerate Execution: Step into the highest-priority gaps that stand in the way of success. Whether it’s clarifying requirements, kicking off strategic initiatives, or embedding with a team to drive execution, you’ll help advance the work by creating clarity, building momentum, and enabling others to succeed.

Here’s what we're looking for:

• 6+ years of hands-on product management experience, with 3+ years of success building 0 to 1 products
• Proven track record of building 0 to 1 products with demonstrable evidence of:
  • Deep product discovery skills with the ability to navigate a high degree of ambiguity
  • Building 0 to 1 products in highly regulated categories
  • Experience building personalized products or optimized workflows using Gen AI/ ML
  • Extraordinary cross-functional collaborator and leader
• Ability to identify emerging opportunities and industry trends, build business cases, define product vision and strategy, and create a supporting roadmap that rapidly iterates into delivering on your vision
• Entrepreneurial, passionate about our mission, and have deep empathy for our customers
• Built products at scale with good UX that users love
• Bonus points for experience with payroll / payroll tax

Compensation Details

Our cash compensation amount for this role is targeted at $143,000/yr to $179,000/yr in Scottsdale & most remote locations, and $184,000/yr to $230,000/yr for San Francisco & New York. Final offer amounts are determined by multiple factors including candidate experience and expertise and may vary from the amounts listed above.

The Opportunity

Gusto Embedded Payroll (GEP) is one of Gusto's highest-growth bets — a platform business that enables software companies to offer Gusto-powered payroll directly within their own products. We're looking for a Head of Partner Growth to lead the team responsible for making our embedded partners successful: driving go-to-market execution, growing partner revenue, and building the operational and strategic frameworks that will scale this business toward $100M+.

This is a player-coach leadership role. You'll manage a cross-functional team spanning Partner Success Management (PSM) and Partner enablement— while also staying deeply hands-on with our most strategic partner relationships. You'll own the partner growth playbook end-to-end: from GTM planning and launch sequencing through ongoing optimization, escalation management, and executive relationship development.

Gusto's partnerships organization focuses on evaluating and executing strategic partnerships in new categories. Gusto Embedded Payroll allows us to bring our people platform to thousands more businesses than those we serve directly and will play a key role in Gusto's growth.

What It's Like to Work in This Role

Lead & Develop

• Build, lead, and develop a high-performing team of Partner Success Managers and Partner Enablement
• Set the operational rhythm for the partner growth function — including planning cadences, escalation workflows, and performance management
• Coach team members on partner strategy, executive communication, and cross-functional navigation
• Drive Enablement with the ideation, creation, and execution of enablement frameworks and materials.
• Drive AI fluency across the team — embedding AI tools and workflows into day-to-day partner operations, GTM planning, and internal knowledge management to accelerate output and decision quality

Strategize & Plan

• Own the partner growth strategy across the GEP portfolio, including partner segmentation, prioritization, and resource allocation
• Develop and maintain per-partner operating plans with clear success metrics, in collaboration with Product, Engineering, Marketing, and Sales Enablement
• Build repeatable GTM playbooks — covering co-marketing motions, sales enablement, content roadmaps, and launch sequencing — tailored to each partner's distribution model and ICP
• Translate portfolio-level data (revenue, attach rates, funnel performance) into strategic narratives for leadership

Operate & Execute

• Drive success for our partners and their end customers through adoption, activation, and retention of Gusto-powered embedded products
• Own the full marketing funnel and sales motion with partners — from top-of-funnel demand generation through conversion, onboarding, and expansion
• Manage complex, high-stakes partner relationships directly — including contract negotiations, executive escalations, and cross-functional alignment on roadmap priorities
• Lead partner incident response and escalation management with structured, cross-functional workflows

Build for Scale

• Create and expand the feedback loop between partners, their end users, and Gusto's internal product, marketing, engineering, and operations teams
• Design frameworks, templates, and processes that enable the team to manage a growing partner portfolio without linear headcount growth
• Identify and implement AI-powered workflows and tools that improve team efficiency, partner reporting, and knowledge management

What We're Looking For

• 12-15 years of experience, with 8+ years in a people management role and 7+ years in partner-facing or channel-facing roles
• Partner-side perspective: Has operated on the partner or channel side of the table — understands how partners evaluate, prioritize, and activate embedded or referral relationships
• Farmer mentality: Wired to grow and deepen existing partner relationships through trust-building, strategic account planning, and proactive expansion — not just hunting new deals
• Methodical operator: Builds repeatable playbooks, escalation frameworks, and operational rhythms rather than relying on one-off heroics. Strong systems thinker
• GTM playbook experience: Hands-on experience building go-to-market plans from scratch — including co-marketing, keyword strategies, content roadmaps, and launch sequencing
• Full-funnel fluency: Understands the complete marketing and sales journey from demand gen through conversion, activation, and retention. Can diagnose where a partner motion is leaking value and prescribe the right intervention
• AI fluency: Actively uses AI tools (e.g., LLMs, automation platforms) to accelerate workflows, improve decision quality, and build team capability. Comfortable leading an AI adoption agenda within a team
• Executive communicator: Strong ghostwriter and strategic communicator who can represent the partnership function credibly with C-suite stakeholders — both internally and at partner organizations
• Strong sense of ownership and resilience: Thrives in ambiguity, takes initiative, and drives outcomes without waiting for permission
• Exceptional written and verbal communication: Can shift register fluently between partner-facing emails, internal Slack, leadership documents, and board-level narratives

Strong Nice-to-Haves

• Experience with embedded or platform business models (APIs, developer tools, B2B2B)
• Knowledge of payroll, HR tech, or fintech software ecosystems
• Experience managing partner P&Ls, cost-to-manage models, or portfolio-level financial analysis
• "Gets" the building-mode opportunity — has scaled a partner function from early stage, not just inherited a mature program

Our cash compensation amount for this role is targeted at:
$230,215 - $270,500 in San Francisco, CA; New York, NY 
$195,745 - $230,000 in Denver, CO;  Phoenix, AZ; Atlanta, GA; Chicago, IL; Las Vegas, NV

If you are outside of the geographic areas above, your application will not be considered at this time.

Final offer amounts are determined by multiple factors including candidate experience and expertise and may vary from the amounts listed above.

About Design at Gusto

Design at Gusto is made up of over 80 creative, collaborative people who care deeply about our mission to empower small businesses and their employees. We're a cross-functional group that is always looking for opportunities to build understanding and empathy for the people who use Gusto. We don't care much about swim lanes and though we care deeply about quality and craft, we are never precious about it. 

We work closely with cross-functional partners in Product, Engineering, Data, and Marketing to design, build, and ship experiences that make a real difference. We believe great design can make hard things possible, even delightful.

We are building an AI-native design organization — and we mean that seriously. We're looking for designers who are already working this way: using AI to prototype ideas quickly, shorten customer feedback loops, and ship quality UX directly to customers. This isn't a future aspiration — it's how we work now, and it's changing what the design role looks like at Gusto and across the industry.

About the team

Contractors play a huge role in our economy, and are becoming more prevalent every year. Contract work offers flexibility and independence for workers, and hiring contractors helps small business owners scale quickly and access specialized skills. Our Contractors team helps small and medium business owners (SMBs) hire, manage, and pay domestic and international contractors. We also help contractors manage their client engagements and build their own thriving businesses.

About the role

As a staff product designer, you’ll help bring our contractor products to maturity. You’ll be the IC design leader across this area, driving foundational shifts to our platform and customer experiences. This is a unique opportunity to make major experience changes to established, business critical workflows. As part of the cross-functional leadership team, you’ll drive the entire product development process from setting the long-term vision to strategic planning; all the way to launching new features and iterating on existing ones.

Here’s what you’ll do day-to-day

• Drive end-to-end design strategy and execution across the contractors experience from discovery and visioning through iterative delivery and refinement.  
• Partner with product, engineering, research, data, legal, compliance, operations, and support to define problem spaces, align on priorities, and deliver solutions that meet both customer and business needs.  
• Translate insights from research and data into intuitive, scalable experiences that support a variety of customer workflows.  
• Champion thoughtful, inclusive design by participating in design reviews, sharing feedback, and contributing to design standards and platform quality.  
• Bring genuine AI fluency to your design practice, using it to prototype quickly, shorten feedback loops, and improve contractor experiences.
• Mentor and support fellow designers by offering thoughtful critique, sharing knowledge, and contributing to design community initiatives across Gusto.  

Here’s what we're looking for:

• 8+ years of product design experience with demonstrated impact in complex domains.  
• Proven ability to lead design direction at the product level and influence cross-functional partners.  
• Strong collaboration experience with partners in product, engineering, research, and data.  
• A portfolio that demonstrates high-quality interaction and visual design with thoughtful consideration for accessibility and end-to-end user experiences.  
• Comfort translating ambiguity into clear design decisions and outcomes.  
• Strong communication skills with the ability to align teams around shared goals.  
• Demonstrated AI fluency in your design practice. You're using AI to move faster, prototype more, and get to better decisions.

Compensation Details

At Gusto, we strive to provide rewards that empower employees to achieve their financial and personal goals. We offer competitive compensation packages with a strong emphasis on equity based compensation (ownership in Gusto). To learn more about Gusto’s compensation philosophy and benefits offerings please view our Total Rewards Approach page. 

Our cash compensation range for this role is $146,000/yr to $183,000/yr in Denver & most remote locations, and $177,000/yr to $222,000/yr in San Francisco, Seattle & New York. Final offer amounts are determined by multiple factors, including candidate experience and expertise, and may vary from the amounts listed above.

About the Role:

We're looking for an experienced engineer with deep expertise in distributed data systems to shape the future of Gusto's storage layer. You'll manage complex migrations, architect high-scale systems, and set standards for automation, resiliency, and security. This is a high-impact role where you'll implement distributed database solutions that enable Gusto's continued growth and scale.

About the Team:

The Datastores Infrastructure Engineering team designs, builds, and operates the data platforms that power Gusto's product: MySQL, Postgres, Redis, Kafka, and S3. We ensure our infrastructure is consistent, reliable, and ready to support Gusto's growing needs. As we transition to self-hosted distributed databases, the team is focused on reducing blast radius, improving operational resilience, and enabling sustainable scale.

Here’s what you’ll do day-to-day:

• Architect, deploy, and own the full lifecycle of distributed database systems (TiDB) on Kubernetes at scale, ensuring high availability, data consistency, and operational excellence
• Coordinate complex, zero-downtime migrations from monolithic to distributed architectures, including vertical sharding to isolate Product Services
• Define and drive efficiency improvements across the storage infrastructure through query optimization, caching strategies, and workload management
• Define standards and build reliable automation to ensure data consistency, integrity, and security across distributed systems
• Continuously improve operational excellence by reducing on-call burden through sustainable, long-term solutions
• Partner with product engineering teams and technical collaborators to enable rapid and reliable product development
• Mentor engineers across the Datastores Infrastructure team on best practices for operating complex, self-hosted distributed systems, actively developing our collective operational expertise

Here’s what we're looking for:

• 12+ years of software engineering experience building and scaling large-scale infrastructure systems
• Hands-on experience building and operating distributed databases on Kubernetes (strongly preferred: TiDB; alternatively: CockroachDB, Vitess, Citus, or similar solutions)
• Deep expertise in distributed data systems including horizontal sharding, partitioning strategies, and distributed transaction management
• Proven experience coordinating complex, zero-downtime migrations affecting production systems at scale
• 5+ years of AWS experience with RDS, Aurora, caching systems (Redis/ValKey), streaming platforms (Kafka), and infrastructure optimization at scale
• Strong communication skills with the ability to simplify technical complexity and collaborate on technical direction across teams
• Curiosity and ability to operate in an AI-native environment, leveraging AI tooling to enhance infrastructure operations, driving improvements in  query optimization, performance evaluation, and infrastructure automation
• Bonus: Experience with service extraction and vertical sharding from monolithic architectures
• Bonus: Experience working with Ruby on Rails or similar MVC frameworks at scale

Our cash compensation amount for this role is targeted at $200,000-$230,000 /yr in Denver & most remote locations, and $230,000-$270,000 /yr for San Francisco, Seattle & New York. Final offer amounts are determined by multiple factors, including candidate experience and expertise, and may vary from the amounts listed above.

About the Role

The Revenue Operations team at Gusto is a full-stack team responsible for data, analytics, and operational excellence in pursuit of scaling our revenue growth. The Go-To-Market Analytics team is one functional area, responsible for defining and owning the metrics for scaling our Sales teams. 

Gusto is looking for a Revenue Analytics Engineer to build and maintain foundational data infrastructure that is crucial to growing and scaling our Sales efforts. In this role, you will partner with our GTM analysts to scope and deliver data products for an audience ranging from company and revenue leadership to operational and frontline sales. In doing so, you will own significant portions of our sales data from end-to-end, focusing on the transformation, design, and visualization workflows. In addition, you will establish best practices for systems design and workflows to maximize usefulness of AI at scale. 

This role will report to the Head of Go-To-Market analytics, and partner closely with Data Science, Data Platform, and Business Technology teams. 

Here’s what you’ll do day-to-day:

• Establish relationships with internal stakeholders to determine business needs, scoping and delivering solutions through data products
• Design, build, and maintain data pipelines and dashboards to automate “keep the lights on” work out of manually-managed processes
• Build a data foundation by incorporating business logic into raw data tables, laying the groundwork to enable value-add insights
• Create a dynamic reporting environment based on stakeholder needs
• Identify data discrepancies and set best practices for data logic to create a clean and well-documented environment
• Collaborate with broader data organization as steward to the definition and process management of core Gusto metrics

Here’s what we're looking for:

• Education or work experience in Engineering or Computer Science, or a related technical field 
• 7+ years of experience in an analytics engineering, business intelligence, or technical data analytics role
• Experience with SQL and ETL optimization techniques, especially within cloud-based data warehouses like Redshift, Snowflake, etc.
• Command-line experience and familiarity with version control collaboration tools (git)
• Experience with data pipeline management technologies with dependency checking, such as Airflow, as well as schema design and data modeling tools (dbt)
• Experience with data visualization technologies, e.g., Tableau, Looker, Sigma, Mode, Hex
• Experience with Python and data ingestion tools
• Ability to problem-solve open-ended problems and project manage dependencies and timelines to optimal outcomes
• Ability to demonstrate tools, business intuition, and attention to detail for data validation and QA 

Our cash compensation amount for this role is targeted at $138,000-156,000 in Denver & most remote locations, and $168,000-189,000 in New York & San Francisco Bay Area. Stock equity is additional. Final offer amounts are determined by multiple factors including candidate experience and expertise and may vary from the amounts listed above.

About the Role:

At Gusto, we believe the next frontier of competitive advantage is the intelligence of the systems that power our people. As the Sr Principal PM, AI Workforce Enablement, you are the architect of the "Superhuman Agent." You won't just manage tools; you will redefine the relationship between Gusto’s workforce and technology. You are responsible for evolving our internal foundation into a proactive, agentic platform where AI handles the cognitive load, allowing our Go-to-Market (GTM) and Service teams to focus on high-value human connection. You will lead the transition of our legacy ecosystem into a future-state "exoskeleton" that empowers every employee to deliver an unparalleled, frictionless experience to our customers.

Gusto is looking for a hands-on builder to take on this leadership mantle as we rethink how people grow in an AI-native company. This role is not just about designing the systems that shape growth day-to-day, but the actual mechanics of work. You will be responsible for building new architecture and tearing down what no longer serves us. The goal is simple but hard: make growth obvious, continuous, and hard to avoid.

We’re looking for a leader who can balance strategic influence with hands-on craft—someone who can guide senior Gusto leaders through AI-native data strategy, coach data scientists on impactful problem solving, and dive in to drive forward statistically rigorous analyses when needed.

About the Team:

The Unified Service Platform (USP) product team serves as Gusto’s architectural backbone, responsible for engineering the intelligent, AI-driven ecosystem that brings GTM and Service operations into alignment. Our mission is to replace fragmented point solutions with a singular System of Intelligence—a digital exoskeleton that strips away administrative friction so our teams can focus on what matters most: our customers. Through our commitment to a #OneGusto experience, we provide the platform that ensures every internal interaction is backed by the full context of the customer journey.

We are an AI-native team building "agentic" solutions that transform how work happens. By mastering the AI-Human-AI loop, we own the delivery of a seamless, cross-channel journey across voice, chat, and email. Our goal is to ensure that our internal technical excellence creates an instant, easy and effortless experience for every business Gusto serves.

Here’s what you’ll do day-to-day:

• Architect of the "System of Intelligence": Lead the evolution of Gusto’s internal workspace by integrating 1P (first-party) and 3P (third-party) systems into a unified platform. Transform CRM into a proactive platform that anticipates agent needs and triggers automated workflows across the entire tech stack before manual intervention is required.
• Design the Future-State Agent Experience: Build the product mechanics for a symbiotic "AI-Human-AI" loop, where intelligent systems handle high-volume tasks and documentation, elevating our human experts to focus on high-value, high-empathy problem solving.
• Engineer the "Digital Exoskeleton": Ship real-time, context-aware assistance and agentic tools that eliminate cognitive load, enabling every Gustie to operate with "superhuman" speed and accuracy across voice, chat, and email.
• Lead with Technical Craft: Partner with Data Science and Engineering to bridge the gap between high-level AI strategy and rigorous execution, ensuring our models drive measurable gains in both agent productivity and employee sentiment.

Here’s what we're looking for:

• Visionary Product Leadership: 10+ years of experience in product management, with a proven track record of leading high-stakes internal platforms, RevOps, or Service technology at scale.
• AI Builder & Strategist: AI/ML specialist with deep expertise in LLMs and agentic workflows, building and shipping custom AI solutions that transform how teams work and scale.
• Systems Thinker: You see the "big picture" of how data and tools flow across a company and can architect solutions that solve for the end-to-end customer journey.
• Change Agent: Experience leading large-scale organizational transformations or merging complex technical teams into a unified organization.
• Human-Centric Empathy: A passion for "the work of work"—you are obsessed with making tools that employees love to use and that remove the friction from their daily lives.
• Strategic Execution: The ability to balance long-term 18-month missions (like #OneGusto) with the immediate tactical needs of a fast-growing GTM engine.

If you don't think you meet all of the criteria above but still are interested in the job, please apply. Nobody checks every box, and we're looking for someone excited to join the team.

Our cash compensation amount for this role is $204,000/yr to $238,000/yr in Denver & most major metro locations, and $240,000/yr to $280,000/yr for San Francisco, Seattle & New York. Final offer amounts are determined by multiple factors including candidate location, experience and expertise and may vary from the amounts listed above.

Our mission is to create a world where work empowers a better life, and it starts right here at Gusto. That’s why we’re committed to building a collaborative and inclusive workplace, both physically and virtually. Learn more about our Total Rewards philosophy. 

About the Role:

We're looking for a people leader who is ready to step into a high-impact role at a pivotal moment for Gusto HR Partners. This isn't a role for someone who wants to manage a steady-state team - it's for a builder. You'll get to help shape how leadership works within Gusto HR, develop a team of senior HR consultants, and drive the operational and service excellence that defines what great looks like as we scale.

You'll bring a systems-thinking mindset, a coaching orientation, and the credibility to earn trust with a high-caliber team. Whether you're coming from inside Gusto or from the outside, you're someone who leads with authenticity, leans into hard conversations, and thrives in ambiguity.

About the Team:

The Gusto HR Partners team is a group of senior HR consultants who serve as embedded, fractional HR leaders for the small businesses we support — bringing strategic guidance, operational expertise, and a deeply human touch to every client relationship. We're at an inflection point: scaling our service model, pioneering AI-native ways of working, and redefining what world-class fractional HR looks like for the 400,000+ businesses on the Gusto platform. As a leader on this team, you'll join a tight-knit, mission-driven group that prizes craft, client outcomes, and continuous evolution — and you'll help shape the playbook for how we grow from here.

Here’s what you’ll do day-to-day:

• Lead and develop a team of senior HR consultants, coaching them to exceed expectations, building trust through authenticity, and being a hands-on player-coach when needed
• Drive performance across client satisfaction, retention, and consultant productivity metrics in a high-growth environment
• Scale operations through process optimization, AI integration, and technology enablement to improve consultant-to-client efficiency
• Partner with product teams to pioneer AI-native HR services that augment human expertise and create new service possibilities
• Navigate ambiguity and build scalable systems from the ground up, helping to write the playbook 
• Coach and develop your team
• Champion change management: build new processes, drive adoption, and iterate quickly in a fast-moving environment
• Collaborate with peer leaders on hiring strategy, process innovation, and cross-functional initiatives
• Shape organizational strategy as we expand service offerings and redefine what's possible in fractional HR service

Here’s what we're looking for:

• Minimum 8+ years of progressive HR or related professional services experience
• Early people leadership experience or strong evidence of leading without authority (mentoring, onboarding, influencing peers, or owning team initiatives) and scaling teams
• Experience operating in client-facing environments (HR, consulting, or service delivery models)
• Demonstrated ability to manage and prioritize across multiple stakeholders or clients
• Evidence of contributing to or driving process improvements, team initiatives, or new ways of working
• Strong track record of delivering high-quality work, building trust, and maintaining client satisfaction
• Experience collaborating cross-functionally and contributing to team-level outcomes, not just individual success
• Experience partnering with Product, Ops, and GTM to innovate and scale
• Familiarity with AI/ML applications in professional services or HR
• AI and technology fluency with a vision for how emerging tools can transform professional services delivery

Compensation

Our cash compensation amount for this role is targeted at $127,000/yr - $157,000/yr in Denver, and $154,000 - $191,000 for San Francisco and New York. Final offer amounts are determined by multiple factors including candidate experience and expertise and may vary from the amounts listed above.

About the Role:

The Senior Compensation Partner is a core member of Gusto's People team, responsible for building and scaling the compensation programs that help us attract, retain, and reward top talent. This role exists to bring rigor, fairness, and strategic clarity to how Gusto thinks about pay — operating at the intersection of data, policy, and people.

Operating with a systems-first, AI-aware mindset, the Senior Compensation Partner uses automation, scalable workflows, and well-designed tooling to improve decision quality, ensure compliance, and reduce reliance on manual, one-off analysis. This role partners closely with HR Business Partners, Finance, Legal, and business leaders to ensure our compensation programs are grounded in market reality and aligned to our values.

Success in this role is measured by the quality and fairness of compensation decisions, the scalability and reliability of our programs, and the degree to which the organization can operate with confidence — without constant intervention or heroics.

Gusto's compensation function, built on first-principles thinking, is at an inflection point — scaling from early foundations to a mature, high-trust operation. You'll have real ownership to shape how we design and deliver compensation as the company grows.

Here’s what you’ll do day-to-day:

• Develop, implement, and communicate Gusto's compensation programs, policies, and procedures, ensuring internal equity, external competitiveness, and alignment with business strategy.
• Partner with and influence key stakeholders — including HRBPs, Finance, and senior leadership — to translate compensation philosophy into clear, actionable programs.
• Lead annual compensation cycles (merit, equity refresh, benchmarking) and own the end-to-end process from data collection through communication.
• Perform market analyses and compensation studies using survey data (e.g., Radford/Aon, Mercer, Pave) to recommend pay ranges, job levels, and offer positioning.
• Use AI tools and automation thoughtfully to accelerate analysis, synthesize benchmarking data, and reduce planning and reporting load — while maintaining sound judgment around data quality and decision guardrails.
• Design and maintain scalable compensation workflows and tooling — automating recurring analyses, audit processes, and reporting so programs run reliably without manual intervention.
• Build and maintain compensation dashboards and data visualizations that give leaders real-time insight into pay equity, market positioning, and budget utilization.
• Craft competitive, compelling offers to attract top-tier talent, and build playbooks to help recruiters and HRBPs communicate Gusto's total rewards story.
• Ensure ongoing compliance with federal, state, and local pay regulations — including pay transparency laws, FLSA classification standards, and emerging pay equity requirements — and proactively flag legislative changes.
• Partner with People Operations to integrate and optimize HRIS and compensation tools, ensuring data accuracy and system scalability as the company grows.

Here’s what we're looking for:

• 8+ years of experience in Compensation, Total Rewards, People Operations, or a related analytical function — ideally in a high-growth technology environment.
• AI fluency: hands-on experience using AI tools or automation to accelerate analysis or synthesis, paired with strong judgment around trust and validation.
• Hands-on experience running compensation cycles (merit, equity, benchmarking) and building scalable programs from early-stage to maturity.
• Survey benchmarking fluency: direct experience with Radford/Aon, Mercer, or comparable compensation survey tools and methodologies.
• Systems-first orientation: experience building durable workflows, automating reports, or designing operating mechanisms that reduce recurring manual work.
• Strong analytical foundation: advanced spreadsheet skills (Excel, Google Sheets), comfort with data modeling, and experience building dashboards or visualizations that leaders actually use.
• Knowledge of compensation and employment law, including FLSA, pay transparency statutes, and pay equity frameworks — or foundational knowledge with a clear drive to build expertise.
• Clear, concise communicator who can translate complex pay data into narratives and recommendations for non-specialist audiences, including executives.
• Comfort operating at multiple altitudes — from hands-on analysis and modeling to advising leadership on compensation philosophy and strategy.
• High integrity and intellectual curiosity; someone who asks hard questions about fairness and market position, and isn't satisfied with the status quo.
• Background in Mathematics, Finance, Statistics, Economics, or a related quantitative field is preferred but not required.

Gusto offers competitive cash compensation, equity, and a comprehensive benefits package. Our cash compensation range for this role is $124,000 to $150,000 in Denver, and $152,000 to $185,000 in San Francisco and New York. Final offer amounts are determined by multiple factors, including candidate location, experience, and expertise.

Gusto's Total Rewards philosophy is rooted in transparency, fairness, and the belief that people do their best work when they feel secure and valued. As a member of the compensation team, you'll have unique visibility into — and influence over — the programs that define that experience for every Gustie.

About the Role:

We're hiring a Principal Engineer to serve as a Technical Lead across multiple teams in the Money Group – Gusto's fastest-growing organization and a cornerstone of the company's transformation into the Small Business Finance Platform. 

You'll define the long-term technical vision for systems that power cash flow management, lending, expense controls, invoicing, payments, and tax optimization (something about consumer financial health?)– ensuring the architecture scales as we grow. This role spans strategy and execution: setting architectural direction across 5+ teams, vetting external partners, prototyping new product lines to unblock product decisions, extracting services from our monolith, and mentoring the engineers around you. You'll be the person who fills whatever role the group needs to hit its goals – from hands-on coding to strategic planning to unblocking other teams.

If you're excited about building financial infrastructure with real impact on the people and businesses that power the modern economy, we'd love for you to join us.

About the Team:

Money is Gusto's fastest-growing group, building financial products for both sides of the employment relationship. For small businesses, we're extending the category of employer-facing financial services – bill pay, invoicing, working capital, expense cards, and cash flow insights that help SMBs get paid faster and pay others with confidence. For employees, we build tools that reduce financial stress: on-demand pay, high-yield cash accounts, automated savings, and credit-building features. This is a deeply technical domain spanning payments infrastructure, lending, multi-party integrations, and mobile-first experiences – with the complexity and scale to match.

Together, these teams are building toward a unified financial operating system for small businesses – accounting, banking, payments, lending, and tax – all connected to Gusto's payroll and people platform.

Our unique advantage is Gusto's authority over payroll data, which we leverage to build a payroll-confidence engine no standalone fintech can replicate.

Here’s what you’ll do day-to-day:

• Serve as a Technical Lead across multiple teams in the Money Group – setting architectural direction, unblocking engineers, and ensuring high-quality delivery aligned with long-term goals.
• Define the north-star architectural vision for the Money Group and continuously identify shorter-term projects that move us toward it.
• Architect the convergence of Gusto's People Stack (payroll, HR, benefits) and Finance Stack (banking, accounting, payments, lending) into a unified platform for small businesses.
• Lead service migration from a large Ruby-on-Rails monolith into a service-oriented architecture, defining clean domain boundaries across money movement, lending, and tax.
• Lead technical due diligence – evaluating codebases, data models, and engineering teams for compatibility with Gusto's platform.
• Manage a complex partner ecosystem.
• Build prototypes and proofs-of-concept to de-risk new ideas and unblock product decisions quickly.
• Tackle complex, ambiguous problems in close partnership with Product Management, Design, Data Science, Compliance, and Operations.
• Drive AI-native architecture decisions – from LLM-powered transaction categorization and tax optimization to conversational financial management experiences.
• Act as a technical consultant across all Money sub-teams – Consumer, Business, Tax Credits, Payments – ensuring architectural coherence across the group.
• Set the bar for technical excellence – through code, design reviews, and the standards you hold the group to.
• Mentor fellow engineers, contribute to the growth of senior and staff engineers, and help build healthy, high-performing teams.

Here’s what we're looking for:

• 15+ years of software engineering experience (successful applicants typically meet or exceed this).
• Deep expertise in distributed systems, particularly in payments or fintech – including data modeling for financial systems, consistency guarantees for money movement, and compliance-aware architecture.
• Proven track record of engineering, scaling, and operating large, interconnected production systems.
• Experience setting long-term technical vision and driving multi-year architectural transformations – not just executing migrations, but identifying the right boundaries, sequencing the work across teams, and ensuring strong technical stewards drive execution.
• Experience working across multiple teams, influencing both technical direction and product strategy. Demonstrated ability to own group-level OKRs and be accountable for the technical strategy that delivers them.
• Experience navigating decisions for core infrastructure, particularly in fintech – evaluating APIs, negotiating technical contracts, and leading integration from evaluation through production.
• Ability to bring clarity to complex problems – communicating technical tradeoffs to non-technical stakeholders, identifying significant risks or opportunities before others, and driving decisions.
• A track record of raising the technical bar – through code quality, design rigor, testing and security best practices, and the standards you set for those around you.
• A track record of filling whatever role the group needs – from hands-on prototyping to strategic planning to firefighting – with a bias toward action.
• Experience in complex, highly regulated domains (e.g., fintech, payments, banking, lending,

Our cash compensation for this role is $214,000-$260,000yr in Denver & most major metro locations, and $250,000-$300,000yr in San Francisco & New York. Final offer amounts are determined by multiple factors, including candidate location, experience, and expertise, and may vary from the amounts listed above.

About the Role:

We are looking for a Senior Software Engineer to architect, build, and maintain the data infrastructure at Gusto.  As part of the Data Platform team, you will collaborate closely with Data Science, Business Intelligence, and analysts across Gusto teams to help them achieve their goals. 

The Data Platform position is a software development role with knowledge of data architectures and data delivery. The ideal candidate is passionate about developing software, working with data, and

Here’s what you’ll do day-to-day:

• Architect, build, and refine our infrastructure and tools that enable other teams to work with data.
• Efficiently handle vast amounts of clickstream, database, and third party application data, processing in batch and real-time
• Take full ownership of the solutions you build, working with stakeholders to develop requirements, implement solutions, monitor production, and troubleshoot problems that arise.
• Work as part of a team. We value team players who share their knowledge and like collaborating with others.

Here’s what we're looking for:

• • At least 7 years of software engineering experience.
  • Experience building solutions in the cloud, AWS preferred (Redshift, MSK, EMR).
  • Experience with OLAP databases (Clickhouse)
  • Experience building data pipelines at scale, Airflow and Python preferred.
  • Experience with streaming systems desired (Kafka, Kinesis, or similar).
  • Ability to turn vague requirements into clear deliverables with minimal guidance.
  • Experience building and maintaining a modern data stack in production.

Our cash compensation amount for this role is targeted at $163,000-$204,000/year in Denver, $178,000-$223,000/year in Los Angeles, and $197,000-$247,000/year for San Francisco, New York, and Seattle. Final offer amounts are determined by multiple factors including candidate experience and expertise and may vary from the amounts listed above.

About the Role:

Gusto is looking for a builder to take on the role of Head of AI-Native Talent Systems as we rethink how people grow in an AI-native company. This role is about designing the systems that shape growth day to day. Not courses. Not programs. The actual mechanics of work. Onboarding, feedback, performance reviews, promotion decisions, and leadership expectations should all help people get better by default, without needing special events or extra effort. You will be responsible for building new architecture and tearing down what no longer serves us. AI will be a core part of how you do this, not as a concept, but as a practical tool for reflection, coaching, skill building, and clarity. The goal is simple but hard: make growth obvious, continuous, and hard to avoid. This is a role for someone who wants to build something durable, test it in the real world, and keep improving it. If it works, others will copy it. If it doesn’t, you’ll learn fast and fix it.

About the Team:

The Talent Development team sits within the Gustie Engagement Team, with a shared purpose: to help Gusties write the best chapters of their careers. We do this by designing the conditions that create clarity, connection, and commitment across the employee journey, not through programs, but through how work actually happens.

Here’s what you’ll do day-to-day:

(The day-to-day will change. That’s part of the job.)

• Own the Gustie growth system at Gusto, from onboarding through executive leadership, with AI embedded at its core
• Redesign moments like feedback, performance reviews, and promotion decisions so AI actively helps people reflect, learn, and improve in real time
• Treat AI as a design partner in growth, deciding deliberately where it should lead, where it should support, and where humans stay firmly in charge
• Build development directly into the flow of work, with AI reducing friction, surfacing insights, and prompting better decisions
• Prototype, test, and ship AI-enabled changes that meaningfully improve how people grow here
• Define new AI-native standards for leadership development, coaching, and skill building
• Create feedback loops and signals, powered by AI, that make growth, readiness, and leadership effectiveness visible as the company evolves
• Continuously revisit what belongs in code, what belongs in judgment, and how the boundary should shift over time

Here’s what we're looking for:

(If you’ve done this before, you’ll recognize yourself.)

• You’ve built something that changed how people actually worked. It might have been called talent, product, systems, or something else entirely, but it moved behavior, not just decks.
• You believe the walls are hollow and you don’t assume systems are fixed just because they look finished.
  You get impatient with patchwork solutions and prefer fixing the system instead.
• You’re comfortable starting without a playbook and writing one as you go.
• You already use AI as part of how you think and work, not as a talking point or side project.
• You can hold a long-term point of view while shipping fast and putting real things into the world.
• You have strong opinions about what good looks like, and you’re willing to change them when reality disagrees.
• You care deeply about how people grow, especially when things are changing quickly or breaking in interesting ways.

People who fit this role often have 10–12 years of relevant experience, but we care far more about what you’ve built than how your resume is labeled.

What does success look like?

A year into this role, growth at Gusto is no longer something people are asked to manage on top of their jobs. It is something the company’s systems quietly and consistently do. The everyday work of the company generates signal by default. Decisions, docs, code, customer interactions, feedback, and leadership moments all leave usable traces. Those signals are captured and interpreted as work happens, then reflected back in ways that help people see patterns, progress, and gaps without needing to reconstruct the past or advocate for themselves. Growth becomes legible. Learning is no longer organized around classes, curricula, or moments on a calendar. Instead, it exists as an always-on environment woven into how work gets done. People can quickly see examples of strong judgment, understand what “good” looks like in context, and explore how similar problems have been solved before. AI makes this possible at scale by synthesizing real examples, answering questions in the moment, connecting people to relevant expertise, and turning individual insight into shared capability. Over time, development feels less like an intervention and more like a natural byproduct of doing the work. People pull what they need when they need it. Leaders spend less time explaining expectations and more time reinforcing them. The system improves with use, because every interaction adds clarity rather than noise. Importantly, the system has a point of view. It creates gentle pressure in the right places and removes friction in the wrong ones. It makes certain behaviors easier, others harder, and does so through design rather than persuasion. Standards become clear not because they are stated repeatedly, but because the environment reinforces them. At that point, this work no longer resembles traditional Talent Development or Performance Management. It looks like core infrastructure for a company that expects to keep changing, and expects its people to keep pace not through heroics, but through design.

Our cash compensation amount for this role is $150,000 /year  to $180,000 /year in Denver & most major metro locations, and $177,000/year to $210,000 /year for San Francisco & New York. Final offer amounts are determined by multiple factors including candidate location, experience and expertise and may vary from the amounts listed above.

The Role: 

The Sales Enablement team sits within our Revenue Operations organization, the linchpin of our world-class sales experience. Learning Partners play a critical role in executing enablement strategies to drive revenue growth and feature adoption across sales. This role owns the learning lifecycle for business insurance products (e.g., Workers’ Comp, BOP, Commercial Auto, E&O) and PEO sales and partners closely with leaders on onboarding, continuous education, and high-performance skill development. You will design and implement learning solutions that include high-impact learning assets, self-paced content, and facilitated experiences.

We are seeking an individual with expertise in learning science, strong consulting capability, and experience in professional sales or business development. You are passionate about enabling HR solution sellers with the content, tools, insights, and training they need to win more business while exceeding the expectations of our existing clients. You align with our company values, are highly self-motivated to drive results, and bring a relentless curiosity to continuously deepen product knowledge and scale enablement at pace in a fast-moving environment.

Responsibilities:

• Collaborate with stakeholders and partners including revenue, revenue operations and other cross functional leads to determine sellers learning and performance needs and priorities to achieve business results
• Diagnose skill and knowledge gaps and independently design and deliver enablement solutions that drive measurable improvements in capability, productivity, and revenue—often with limited information, tight timelines, and minimal support.
• Apply learner-centered design principles while balancing speed, pragmatism, and impact, tailoring solutions based on observation, stakeholder input, and the depth of learning required for performance.
• Define and track KPIs to measure the impact of enablement initiatives, including time-to-performance, and use data to quickly iterate and refine solutions.
• Design, build, and deliver onboarding, continuous training, and just-in-time learning experiences with a bias toward action, rapid development, and scalable execution to keep our sales teams on the cutting edge
• Partner cross-functionally to ensure enablement content remains current and optimized for seller workflows, even as priorities and product capabilities evolve quickly
• Cultivate a community of expert practitioners, crowdsourcing best practices and user-generated content to continuously improve enablement
• Monitor industry trends and competitive dynamics, adapting enablement priorities quickly as business needs change
• Research and apply emerging AI tools and methodologies to accelerate design, development, and delivery while maintaining quality and effectiveness.

Here’s what we're looking for:

• 12+ years of experience in sales enablement, training, or sales leadership supporting high-volume HR solution sales, ideally in PEO or licensed business insurance sales (EG: Workers’ Comp, BOP, Commercial Auto, E&O).
• Proven track record of designing and delivering highly effective enablement programs that drive measurable improvements in sales performance and productivity
• Demonstrated ability to independently lead learning initiatives end-to-end, from needs analysis through delivery and post-program evaluation, while managing multiple competing priorities.
• Experience designing and facilitating new hire training and continuous education training for licensed sales teams focused on growth 
• Strong analytical, communication, and presentation skills, with the ability to influence stakeholders and work cross-functionally to ensure learning objectives translate into real performance outcomes 
• Solid foundation in instructional design and adult learning theory, with the judgment to select appropriate modalities based on speed, scale, and impact
• Hands-on experience with content creation, curation, and knowledge management platforms, paired with a genuine passion for sales and finding creative ways to make sellers more effective
• Comfort operating in urgency and ambiguity, with the resilience, conflict management skills, and composure required to thrive in a fast-paced environment
• Willingness to travel up to 20% annually

Preferred Qualifications:

• Knowledge of the payroll industry 
• An advanced degree or certificate in enablement, education or organizational science 
• Experience with GSuite, Salesforce, Slack, Notion, AI tools along with various learning management systems and authoring tools

Our cash compensation amount for this role is targeted at:
$177,000 - $200,000 in San Francisco, CA; New York, NY 
$150,000 - $170,000 in Denver, CO;  Phoenix, AZ; Atlanta, GA; Chicago, IL

If you are outside of the geographic areas above, your application will not be considered at this time.

Final offer amounts are determined by multiple factors including candidate experience and expertise and may vary from the amounts listed above.

The Data Engineering team builds tools and systems that make Gusto's data consistent, user-friendly, and helpful. This helps our teams make decisions using data and provide intelligent, customized experiences to our customers.

We're looking for a Senior Data Engineer who can take loosely defined problems and drive them end-to-end—from framing the problem and aligning stakeholders to designing, building, and delivering durable data solutions. You’ll partner closely with analytics, product, and engineering teams to deliver data solutions that drive real business and customer impact.

Preferred Qualifications

• 8-10+ years of industry experience in data engineering building scalable data pipelines and data products
• Strong proficiency in SQL and at least one programming language (e.g., Python, Scala, or Java)
• Proven experience building and maintaining robust data pipelines and ETL workflows, with hands-on dbt experience for reliable, testable, and maintainable data transformations.
• Hands-on experience ingesting data from diverse sources, including APIs, databases, SaaS applications, and event streams.
• Strong foundation in data modeling, schema design, and data quality best practices, with functional experience working on cloud platforms like Snowflake, Redshift, BigQuery, or Databricks.
• Experience implementing CI/CD pipelines, automated testing, and data observability to ensure reliability and trust in data systems
• Familiarity with monitoring, alerting, and incident response for production-grade data pipelines
• Proven ability to optimize performance and cost across data workflows and storage systems
• Functional understanding of how to leverage AI and automation in data engineering — building self-service tools, intelligent pipelines, and agents that automate repetitive tasks
• Exemplar problem-solving skills and ability to work collaboratively in cross-functional teams.
• Strong communication and collaboration skills, with a focus on clarity, empathy, and shared ownership

Compensation Details

Our cash compensation amount for this role is targeted at $155,000-$185,000/yr in Denver, $170,000-$200,000/yr in Los Angeles, and $190,000-$220,000/yr for San Francisco, Seattle, and New York. Final offer amounts are determined by multiple factors including candidate experience and expertise and may vary from the amounts listed above.

About Design at Gusto 

Design at Gusto is made up of over 80 creative, collaborative people who care deeply about our mission to empower small businesses and their employees. We're a cross-functional group that is always looking for opportunities to build understanding and empathy for the people who use Gusto. We don't care much about swim lanes and though we care deeply about quality and craft, we are never precious about it. We work closely with cross-functional partners in Product, Engineering, Data, and Marketing to design, build, and ship experiences that make a real difference. We believe great design can make hard things possible, even delightful.

We are building an AI-native design organization — and we mean that seriously. We're looking for designers who are already working this way: using AI to prototype ideas quickly, shorten customer feedback loops, and ship quality UX directly to customers. This isn't a future aspiration — it's how we work now, and it's changing what the design role looks like at Gusto and across the industry.

About the role:

We’re hiring a Principal Product Designer to lead AI design across Gusto.

This is one of the most senior individual contributor design roles at the company. You’ll define how AI works, behaves, and earns trust across the Gusto platform – starting with Gus, our AI conversational assistant, and expanding into AI-powered workflows embedded in payroll, benefits, HR, and beyond. You’ll shape the interaction model, UX principles, and product direction for AI across Gusto. You will work with senior Product and Engineering leaders to define our AI portfolio. You will develop important AI features that customers will consider and you’ll ship high-impact, customer-facing AI capabilities that help our customers get their work done faster and more effectively, while building their trust in Gusto. These features will help customers finish their tasks faster and build their trust in Gusto.

This role is both strategic and hands-on. We’re looking for someone who can set a long-term UX vision for AI and turn it into real, shipped product that meaningfully improves how small businesses get work done.

Here’s what you’ll do day-to-day:

• Define and evolve the UX vision for our Gus conversational assistant and AI experiences across the Gusto platform.
• Lead and ship Tier 1 AI initiatives from early concept through launch and iteration.
• Design full AI-powered workflows – shaping how users provide input, how model outputs are validated and acted on, and how the experience handles risk, uncertainty, and failure.
• Partner closely with AI Product and Engineering leaders to translate complex technical constraints into intuitive, credible user experiences.
• Establish scalable AI interaction patterns and design principles that teams across Gusto can adopt.
• Write and iterate on prompts in collaboration with engineering, PM, and content design.
• Use AI tooling to accelerate exploration and prototyping, customer feedback loops, and shipping to customers.
• Mentor designers on the AI team and coach designers across Gusto who are shipping AI features.
• Advocate for high-quality, responsible AI experiences across Design and R&D.

Here’s what we're looking for:

• Proven AI product impact: You’ve shipped LLM-driven product experiences to production and can demonstrate measurable impact on adoption, efficiency, or user trust.
• Systems-level thinking: You’ve designed complete AI workflows – not just chat interfaces – and can speak fluently about failure modes, guardrails, user control, and transparency.
• Strategic product influence: You’ve defined UX direction at a portfolio or company level and influenced roadmap, scope, and sequencing decisions in partnership with senior PM and Engineering leaders.
• Technical fluency: You’re comfortable collaborating with highly technical AI engineers. You understand concepts like retrieval, context management, latency, and model reliability, and can translate them into robust UX decisions.
• Builder mindset: You ship. You prototype. You iterate. You’re not interested in defining principles without turning them into real customer impact.
• Organizational leadership: You have enhanced team work quality. You achieved this by coaching team members, setting new standards, and building solid partnerships across different functions.

Compensation Details

At Gusto, we strive to provide rewards that empower employees to achieve their financial and personal goals. We offer competitive compensation packages with a strong emphasis on equity based compensation (ownership in Gusto). To learn more about Gusto’s compensation philosophy and benefits offerings please view our Total Rewards Approach page.

Our cash compensation range for this role is $204,000/yr to $238,000/yr in Denver & most remote locations, and $240,000/yr to $280,000/yr in San Francisco, Seattle & New York. Final offer amounts are determined by multiple factors, including candidate experience and expertise, and may vary from the amounts listed above.

About Design at Gusto:

Design at Gusto is made up of over 80 creative, collaborative people who care deeply about our mission to empower small businesses and their employees. We're a cross-functional group that is always looking for opportunities to build understanding and empathy for the people who use Gusto. We don't care much about swim lanes and though we care deeply about quality and craft, we are never precious about it. We work closely with cross-functional partners in Product, Engineering, Data, and Marketing to design, build, and ship experiences that make a real difference. We believe great design can make hard things possible, even delightful.

We are building an AI-native design organization — and we mean that seriously. We're looking for designers who are already working this way: using AI to prototype ideas quickly, shorten customer feedback loops, and ship quality UX directly to customers. This isn't a future aspiration — it's how we work now, and it's changing what the design role looks like at Gusto and across the industry.

About the Team:

The Retirement team at Gusto builds financial products and services that help bridge the retirement gap for small business owners and their employees. With 401(k) plans designed to be affordable, easy to manage, and easy to understand, Gusto is working to make retirement accessible to small businesses and teams that have historically been underserved by the 401(k) market.

We’re a collaborative group that values creativity, transparency, and a deep respect for our craft. We hold ourselves to a high bar and actively support one another so that we can do our best work. Our process incorporates using AI in our daily workflows to move faster, explore ideas, and increase our impact. From building tools that help individuals navigate their financial future to new retirement offerings, the Retirement team plays a central role in contributing to Gusto’s mission. 

About the Role:

We’re hiring a Staff Product Designer to partner with Product, Engineering, Data (and Research) to shape strategy, align partner teams, and create a cohesive, high-trust retirement experience across the employer and employee journey. You’ll operate as the design lead for your projects—co-owning priorities, success metrics and driving alignment across Retirement and key partner teams (Payroll, Benefits, Support/Ops). Your scope will include:

• Improving both setup and account management to boost confidence, adoption, and retention to reduce contact rate and confusion.
• Creating a more connected journey between payroll and retirement by designing across the seams of product, operations, and support—where the hardest and most interesting problems live.
• Designing flexible, scalable patterns across Retirement, integrating seamlessly with adjacent payroll and benefits touchpoints. Apply discerning design judgment to determine when and how to effectively incorporate AI to enhance the experience.

If you’re energized by ambiguous problem spaces, high-trust financial experiences, and designing workflows that make complex decisions feel clear and confident—this role is for you.

Here’s what you’ll do day-to-day:

• Strategic Vision & Partnership: Partner with Product Management to define the customer problems to solve, the strategy to solve them, and the measurable outcomes that matter—across activation, engagement, and retention.
• Data and research informed iteration: Collaborate with Data and Research to understand funnel drop-offs, behavior over time, retention drivers as well as define success metrics and iterate based on what you learn.
• Design Leadership & Ownership: Drive the full design process for shipped experiences—scoping and sequencing work, prototyping, testing, and delivering MVP → iteration → longer-term improvements.
• Trust + compliance design: Translate regulatory/tax-driven requirements into clear flows, content, and UI patterns that build trust without overwhelming customers.
• Communication & Storytelling: Craft compelling product narratives that align cross-functional stakeholders around the problem, strategic options, and tradeoffs, clearly explaining the reasoning behind design decisions and outcomes.
• Elevating Craft & Mentorship: Provide thoughtful critique and mentorship to design peers; raise the quality bar across the organization. Be an innovation driver with using and designing for AI.
• System Advocacy & Evolution: Champion the design system and contribute patterns/components that improve cohesion and quality.
• AI-Accelerated Prototyping & Learning: Use AI to move quickly from concept to customer-tested artifact — building clickable, high-fidelity prototypes that generate real signal faster than traditional methods allow. Bring a clear point of view on where AI enhances the customer experience, not just your workflow, and help raise the team's fluency through your example.

Here’s what we're looking for:

We’ve found that a low ego, a growth mindset, and a bias for action go a long way here. 

• 8+ years in product design, with a portfolio showing end-to-end shipped work and the impact it drove
• High bar for craft across interaction design, information architecture, and visual design—especially for complex, form-heavy workflows
• Bonus: Experience in regulated/high-trust domains (fintech, taxes, insurance, healthcare, benefits/retirement)
• Demonstrable AI fluency in your design practice — not just familiarity with tools, but evidence of AI changing how you prototype, test, and ship. We'll ask you to show this, not just describe it.
• Comfort moving between design and code — whether that means shipping UI improvements directly, working closely in the codebase with engineers, or using AI-assisted tools to close the gap between prototype and production.
• Comfortable operating in ambiguity and shaping messy inputs into clear goals, tradeoffs, and shipped outcomes
• Bonus: Comfortable tackling content design aspects (making complex concepts understandable)
• Building strong partnerships with Product, Engineering, and Data to prioritize, execute, and iterate
• Systems thinker who designs solutions that scale beyond one-off screens and hold up across a product ecosystem
• Bonus: Have contributed to growing a Design system with components or patterns
• Bring a clear point of view, engage in constructive feedback, and help teams align quickly by clarifying tradeoffs and driving decisions forward
• Track record leading multi-workstream initiatives across teams—setting direction, unblocking partners, and shipping measurable improvements

At Gusto, we strive to provide rewards that empower employees to achieve their financial and personal goals. We offer competitive compensation packages with a strong emphasis on equity based compensation (ownership in Gusto). To learn more about Gusto’s compensation philosophy and benefits offerings please view our Total Rewards Approach page. 

Our cash compensation range for this role is $146,000/yr to $183,000/yr in Denver & most remote locations, and $177,000/yr to $222,000/yr in San Francisco, Seattle & New York. Final offer amounts are determined by multiple factors, including candidate experience and expertise, and may vary from the amounts listed above.

About the Role:

The Franchise Account Executive role is an opportunity to help build and scale one of Gusto's newest growth channels. Franchise represents a massive and largely untapped market, and this team is focused on activating franchise owners across established partner networks and high-potential industries. As a Franchise AE, you'll operate in a true outbound motion — prospecting into multi-unit operators, building relationships with influential owners, and closing new business that can scale across locations.

You'll also help shape the playbook for how Gusto sells into franchise ecosystems as we grow this program into a durable revenue engine for the company.

You'll partner closely with our Franchise Partner Manager (who develops relationships with franchisors) and a dedicated BDR (focused on high-volume activations). Your role is to lead strategic pursuits, unlock influential operators, and build the repeatable sales motion for selling into franchise ecosystems.

Here’s what you’ll do day-to-day:

• Own new franchise revenue generation. Prospect into franchise ownership groups within Gusto’s partner networks and target industries, building pipeline through outbound outreach and relationship development with multi-unit operators and influential franchise owners.
• Execute and refine the franchise sales playbook. Leverage the existing franchise sales motion to drive consistent pipeline and deals, while providing feedback and insights that help improve messaging, targeting, and overall execution as the program scales.
• Run the full sales cycle. Manage deals from prospecting through close, partnering with BDRs who support high-volume outreach while focusing your time on larger ownership groups and strategic franchise opportunities.
• Develop relationships with influential franchise operators. Engage multi-unit owners, directors of operations, and regional leaders to understand operational needs and position Gusto as a scalable payroll and workforce platform across multiple locations.
• Partner cross-functionally to drive franchise success. Collaborate with the Franchise Partner Manager, Sales Ops, and Marketing to activate franchise networks, support partner initiatives, and identify opportunities to expand within existing franchise relationships.
• Build referenceable wins within franchise networks. Secure early customer success stories and multi-location operators that can serve as proof points and accelerate adoption across additional franchisees.
• Drive consistent outbound pipeline generation. Maintain a disciplined outbound motion across named franchise accounts and industry segments, using a mix of calls, emails, LinkedIn outreach, and events to create new opportunities.
• Represent Gusto in franchise communities. Attend franchise conferences, regional events, and industry gatherings to build relationships, generate pipeline, and strengthen Gusto’s presence in the franchise ecosystem.
• Achieve and exceed revenue targets. Consistently deliver against quarterly targets for MRR and new customer adds while contributing insights that help scale the franchise program over time.
• Use AI-powered workflows as a core part of how you sell: running assigned tools daily, surfacing friction and inefficiencies as you find them, and collaborating with your team to influence what gets built or improved next.

Here’s what we're looking for:

• 3+ years of quota-carrying B2B SaaS AE experience, ideally with outbound new business in SMB, mid-market, or franchise/multi-unit contexts. 
• Proven track record as a hunter — generating your own pipeline, landing new logos, and expanding into complex accounts.
• Payroll sales experience is a strong plus.
• Experience navigating multi-unit and franchise structures (franchisors, franchisees, regional/holding companies) is a strong plus.
• Proven, day-to-day experience integrating AI into how you work - across writing, research, prep, and summarization as a core part of your workflow, with a track record of giving clear, useful feedback that helps improve your tools and processes.
• Strong discovery and storytelling skills — able to uncover compliance, payroll, and onboarding pain points and tie them to ROI.
• Comfortable partnering with BDRs: coaching, collaborating on sequences, and maximizing top-of-funnel conversion.
• Entrepreneurial mindset — thrives in building new motions, testing playbooks, and iterating quickly.
• Willingness to travel 25–35% of the time to conferences and in-market opportunities.

The on-target earnings (OTE) for this role range from $134,000/yr to $155,000/yr in Denver, Atlanta, Chicago & Las Vegas, and $126,000/yr to $144,000/yr in Phoenix. This OTE is structured with a target 60% base pay and 40% commission pay with an uncapped commission structure. Final offer amounts are determined by multiple factors including candidate location, experience and expertise and may vary from the amounts listed above.

About the Role:

We are seeking a highly motivated and licensed Property & Casualty (P&C) Insurance Broker to join our team as part of a critical pilot to launch a P&C broker model at Gusto. You will be essential in evolving Gusto's business insurance channel by acting as a licensed agent to quote and issue business insurance policies with our NEXT Insurance carrier partner. You will use your expertise to provide direct support and an improved experience for small business customers with complex insurance needs, helping to capture meaningfully higher revenue and accelerating the development of our AI Insurance Advisor.

About the Team:

This team is crucial to solving customer experience gaps and optimizing our offline insurance channels. You will be a SME who is part of the "human-in-the-loop" workflows required to train and optimize Gus as an AI insurance advisor. Our collective vision is to be an expert advisor that supports small businesses through every stage of growth, with this pilot being key to establishing our digital insurance agency and licensed agent integration.

Here’s what you’ll do day-to-day:

• Make outbound dials to prospective and existing small business clients to assess their complex P&C insurance needs and recommend suitable coverage options.
• Quote and issue Property & Casualty policies, primarily with the NEXT Insurance carrier, in our offline sales channel.
• Achieve required daily, weekly, and monthly sales activity expectations. 
• Provide human-in-the-loop support to optimize the AI Insurance Advisor, Gus, and assist customers with more complex needs.
• Maintain client relationships, manage policy renewals, and facilitate changes or endorsements to existing policies.
• Act as a trusted liaison between clients and carriers, including assisting clients with reports of losses and claims settlement when necessary.
• Actively work to cross-sell and up-sell additional P&C lines of coverage and strive to achieve monthly production goals for units and/or revenue.
• Maintain accurate and up-to-date client records and policy documentation within CRM systems (SFDC workflow).
• Use AI-powered workflows as a core part of how you sell: running assigned tools daily, surfacing friction and inefficiencies as you find them, and collaborating with your team to influence what gets built or improved next.
• Stay current on industry trends, products, regulations, and underwriting guidelines to provide accurate advice and ensure compliance.

Here’s what we're looking for:

• Experience in the field: Proven experience in insurance sales or brokerage, with coverage level knowledge of commercial P&C products (e.g., Workers' Compensation, BOP, Commercial Auto, E&O). [4+ years]
• Licensing: An active Property & Casualty insurance producer’s license
• Communication & Interpersonal Skills: Excellent verbal and written communication, active listening, and strong interpersonal skills to build rapport and explain complex concepts clearly.
• Sales & Negotiation: Strong sales and negotiation abilities with a proven ability to meet sales targets.
• Technical Proficiency: Working knowledge of carrier quoting systems, proficiency in insurance software, and familiarity with CRM systems like Salesforce (SFDC). 
• Comfortable using AI tools and automation to enhance productivity, decision-making, and problem-solving.
• Mindset: A demonstrated passion for delivering an incredible customer experience and genuine empathy for small business owners.
• Attributes: Highly self-motivated, goal-oriented, and an entrepreneurial ownership mentality to thrive in a fast-paced, high-energy environment.
• AI Fluency: Proven, day-to-day experience integrating AI into how you work - across writing, research, prep, and summarization as a core part of your workflow, with a track record of giving clear, useful feedback that helps improve your tools and processes.

Our cash compensation amount for this role is $109,390 to $134,000 OTE for Denver, Atlanta, Chicago & Las Vegas. $102,855 to $126,000 OTE for Phoenix. Final offer amounts are determined by multiple factors including candidate location, experience and expertise and may vary from the amounts listed above.

About the Role:

We're looking for a Senior Field Event Marketing Manager to bring Gusto to life through bold, memorable events and experiences.

This is a highly visible, strategic role responsible for designing, producing, and optimizing event marketing programs—from trade shows and industry conferences to Gusto-owned activations and experiences. You'll plan, execute, and optimize event marketing campaigns as part of a cross-functional go-to-market team, turning strategy into on-the-ground execution that builds brand affinity and pipeline.

About the Team:

This role is part of the go-to-market team responsible for driving pipeline and fueling growth across Gusto's channels. We combine creativity, data-driven insights, and cross-functional collaboration to design campaigns that reach, engage, and convert the right audiences at scale. Together, we've helped Gusto grow to serve hundreds of thousands of customers nationwide, and we're just getting started.

Here’s what you’ll do day-to-day:

• Collaborate with cross-functional stakeholders and leadership to set goals, develop event strategies, execute plans, and evaluate performance to drive continuous improvement over time.
• Build and manage end-to-end event campaign programs including scopes of work, resource plans, budgets, contracts, and timelines—keeping everything on track and on budget.
• Leverage a deep understanding of Gusto's internal and external market positioning and target audiences to inform event decisions, from format and venue selection to messaging and audience targeting.
• Design and produce a range of event types—from large-scale owned events (500+ attendees) to trade show activations, field events, and intimate customer experiences—that strengthen brand affinity and accelerate funnel impact.
• Build strong relationships with external partners including industry and show organizers, agencies, and vendors, negotiating favorable terms and ensuring seamless delivery.
• Assemble the right internal and external resources for each opportunity, fostering collaboration and creative excellence with Gusto's creative teams, agencies, and production partners.
• Maintain accuracy and accountability of event budgets, evaluate results against goals, deliver wrap-up reports, and make recommendations to senior leadership for Event Marketing.
• Build upon and advocate for the event marketing and production craft and vision at Gusto—championing breakthrough experience design, emerging event technology, and innovative production approaches.
• Leverage AI tools and technologies to enhance event marketing workflows—from audience analysis and content personalization to post-event reporting and campaign optimization—driving efficiency and deeper insights across the event lifecycle.

Here’s what we're looking for:

• 7–10 years of experience in event marketing and production, with a proven track record of producing a wide range of events (trade shows, activations, conferences, owned events for 500+ attendees, and white-glove experiences) across varying levels of complexity, scale, and design.
• A passion for event marketing and production with a willingness to roll up your sleeves and get hands-on in execution—you move effortlessly between big-picture strategy and intricate operational details.
• Strong project management and communication skills with a proven ability to manage multiple stakeholders at all levels and across different geographies, keeping complex programs running on time and on budget.
• Experience managing and collaborating with internal creative teams and external agencies, driving alignment and excellence in production delivery.
• Passionate and knowledgeable about breakthrough experience design and emerging event technology, always looking for new ways to elevate the craft.
• A natural cross-functional collaborator who thrives on building and maintaining relationships across the organization to drive results.
• An intellectually curious self-starter who isn't afraid to ask questions and uses answers to bring clarity and direction to the broader team.
• AI fluency and a willingness to integrate AI-powered tools into your workflow to work smarter and unlock new possibilities.
• Comfort operating in a fast-paced, ambiguous environment while building scalable programs and processes.
• Note: this role requires frequent travel throughout North America.

Compensation

Our cash compensation amount for this role is $152,655/yr to $190,000/yr in Denver, Phoenix/Scottsdale, Las Vegas, and Atlanta, and $180,000/yr to $225,000/yr for San Francisco & New York. Final offer amounts are determined by multiple factors including candidate location, experience and expertise, and may vary from the amounts listed above.

Small business owners trust Gusto with something fundamental: making sure their people get paid, on time, every time. As a Principal Data Scientist on the Payments team, you'll sit at the intersection of financial infrastructure and data science — translating the complexity of a high-scale payments ecosystem into the insights and models that shape how we build, operate, and improve our payments products. 

In this role you will work closely with our Product, Engineering, Design, Finance, and other Data teams to become an expert in the data for your domain, define and track metrics that help us understand our business performance, and dive deep into our payments data to deliver insights and answer questions. You’ll also integrate AI-assisted practices to accelerate analysis, enhance rigor, and expand the reach of insights across Gusto. 

This is a role for someone who's equally comfortable diving into ledger-level transaction data and standing in front of a payments engineering team to influence architecture decisions. If you want your work to directly protect and improve the financial lives of hundreds of thousands of small businesses, this is the role.

Here’s what you’ll do day-to-day:

• Own payments intelligence end-to-end: Design and maintain measurement frameworks for payment success rates, failure root causes, retry strategies, and settlement timing — becoming the authoritative source of truth for payments health across the org.
• Partner with payments engineering: Embed with backend engineering teams to understand infrastructure constraints and data availability, translate that knowledge into well-scoped experiments, and influence roadmap prioritization with data-backed recommendations.
• Drive experimentation at scale: Design and analyze A/B tests and quasi-experiments across payment flows — including retry logic, routing decisions, and failure recovery — ensuring statistical rigor even in low-conversion, high-variance payment environments.
• Build predictive models: Develop and deploy models for payment failure prediction, risk scoring, and anomaly detection that operate at Gusto's transaction volume, partnering with Machine Learning Engineers and Product Engineers on productionization and monitoring.
• Build AI-native data products: Go beyond using AI to go faster; build data products and automated workflows with AI as a core component. Know what "good" looks like for a clustering model or automated workflow, when to trust the output, when to challenge it, and how to build guardrails that let the team scale AI use responsibly in a regulated financial context.
• Own the business narrative: Be the person payments product and engineering leadership calls before an exec review, not after. Comfortable defending methodology on ARR projections, CX attribution, and cost savings in a room with skeptics. Translate nuanced statistical results and model outputs into clear, actionable narratives for payments engineers, product managers, finance partners, and executive leadership.

Here’s what we're looking for:

• 10+ years of experience in Data Science or a closely related quantitative role at a product-focused software company, with meaningful exposure to payments, fintech, or financial infrastructure.
• Deep payments domain knowledge: Hands-on experience with payments infrastructure: ACH, card networks, bank integrations, settlement flows, or equivalent, with a strong intuition for how backend systems shape data availability and quality.
• Strong SQL and Python skills, with experience querying large-scale transactional datasets and building reproducible analytical pipelines.
• Proven experimentation and causal inference expertise: Ability to design rigorous experiments in challenging payment contexts (rare events, high variance, non-stationarity) and communicate trade-offs clearly.
• AI-native mindset: Has built data products and analytical workflows with AI as a core component, not just used AI to go faster. Knows what "good" looks like for a clustering model or automated workflow, when to trust the output, when to challenge it, and how to build guardrails that scale AI use responsibly in a financial context.
• Cross-functional influence: Track record of collaborating with and influencing backend engineers and technical stakeholders, not just product and business partners.

Our cash compensation amount for this role is targeted at $184,000/yr - $210,000/yr in Denver, and $217,000/yr - $250,000 for San Francisco and New York. Final offer amounts are determined by multiple factors including candidate experience and expertise and may vary from the amounts listed above.

About the Role:

We're looking for a Senior Sales Compensation Analyst to join our Revenue Operations team. As a senior individual contributor, you will serve as a hands-on operator, subject matter expert, and strategic partner to our sales organization — owning end-to-end compensation administration while independently shaping the compensation programs and operational frameworks that drive Gusto's growth.

This is a high-visibility role at the intersection of Sales, Finance, and Revenue Operations. You'll bring deep expertise in sales compensation administration, advanced analytical capabilities, and a track record of building scalable programs that are fair, accurate, and motivating. You'll operate with a high degree of autonomy alongside the Head of Sales Compensation — driving plan administration, contributing to plan design for assigned segments, and setting the operational and analytical standard for the team. You'll leverage AI tools to push the boundaries of what our team can deliver.

About the Team:

The Sales Compensation team at Gusto sits within the Revenue Operations organization and serves as the backbone of how Gusto's sales force is motivated, rewarded, and aligned to company growth. We are a small, high-impact team with outsized visibility — our work touches every quota-carrying role across the company and directly influences how Gusto attracts, retains, and drives performance from top sales talent.

Here’s what you’ll do day-to-day:

• Own sales compensation administration for assigned teams — execute accurate, on-time commission calculations, payment processing, crediting, draws, clawbacks, and dispute resolution each pay cycle; Serve as the team's Xactly platform owner and subject matter expert, defining configuration standards, driving platform decisions, and maintaining data integrity across plan setup, participant management, and workflow automation 
• Own monthly reporting & analytics for assigned segments — deliver attainment summaries and payout forecasts to Sales, Finance/Accounting, and Rev Ops; maintain KPI dashboards and perform ad hoc analysis on performance trends and budget adherence.
• Contribute to plan design for assigned segments — Support and, where designated, independently own compensation plan inputs for assigned sales segments, including rate validation, accelerator analysis, and rules of engagement; build financial models and scenario analyses that inform quota-setting and plan design decisions; connect compensation mechanics to broader outcomes across Finance, HR, and Sales Strategy
• Define and improve processes and compliance — document and continuously improve comp processes; maintain adherence to internal compliance standards and accounting rules; ensure role changes, new hires, and terminations are reflected accurately across Xactly and downstream systems
• Lead assigned cross-functional initiatives - Drive projects spanning Sales, Finance, HR, and Rev Ops; use data and structured analysis to influence stakeholders and build alignment across functions
• Leverage AI to elevate comp operations — actively incorporate AI tools to automate repetitive tasks, accelerate reporting, and surface insights; partner with the Head of Sales Compensation to identify and scale AI-driven improvements across the team 

Here’s what we're looking for:

• 8+ years of hands-on sales compensation administration experience with demonstrated end-to-end ownership of commission processes in a high-growth environment 
• Experience in full-cycle comp administration — calculations, crediting, draws, clawbacks, and dispute resolution. 
• Xactly platform expertise - intermediate-to-advanced admin required (certification preferred); proven ability to own system configuration, data integrity, and workflow design; Salesforce and Tableau/Looker/Power BI proficiency; other ICM platforms a plus
• Advanced analytical skills - compensation modeling, scenario analysis, and reporting; solid understanding of quota-setting methodologies, GTM motions, and sales roles (AE, AM, SDR, overlay) 
• Cross-functional influence — track record of leading initiatives and driving alignment across Sales, Finance, HR, and Operations without direct authority  
• AI competency — actively uses AI tools to automate tasks, accelerate analysis, and improve accuracy with a habit of exploring and applying new tools practically 
• Attributes — detail-oriented, proactive, and highly organized; clear communicator who can simplify complex comp mechanics for reps, managers, and cross-functional partners
• Bachelor's degree in Finance, Business, Mathematics, or related field — or equivalent experience

Our cash compensation amount for this role is $113,880 to $139,500 for Denver, Atlanta & Las Vegas. $138,365 to $169,500 for San Francisco & New York. $106,940 to $131,000 for Phoenix. Final offer amounts are determined by multiple factors including candidate location, experience and expertise and may vary from the amounts listed above.

About the Role:

The Sales Enablement team sits within our Revenue Operations organization, the linchpin of our world-class sales experience. Learning Partners play a critical role in executing enablement strategies to drive revenue growth and feature adoption across sales. This role owns the learning lifecycle for Expansion Sales and partners closely with leaders on onboarding, continuous education, and high-performance skill development. You will design and implement learning solutions that include high-impact learning assets, self-paced content, and facilitated experiences.

We are seeking an individual with expertise in learning science, strong consulting capability, and experience in professional sales or business development. You are passionate about enabling Expansion Sellers (upsell/cross-sell/renewal revenue motions) with the content, tools, insights, and training they need to win more business while exceeding the expectations of our existing clients. You align with our company values, are highly self-motivated to drive results, and bring a relentless curiosity to continuously deepen product knowledge and scale enablement at pace in a fast-moving environment.

Here’s what you’ll do day-to-day:

• Collaborate with stakeholders and partners including revenue, revenue operations and other cross functional leads to determine sellers learning and performance needs and priorities to achieve business results
• Diagnose skill and knowledge gaps and independently design and deliver enablement solutions that drive measurable improvements in capability, productivity, and revenue—often with limited information, tight timelines, and minimal support.
• Apply learner-centered design principles while balancing speed, pragmatism, and impact, tailoring solutions based on observation, stakeholder input, and the depth of learning required for performance.
• Define and track KPIs to measure the impact of enablement initiatives, including time-to-performance, and use data to quickly iterate and refine solutions.
• Design, build, and deliver onboarding, continuous training, and just-in-time learning experiences with a bias toward action, rapid development, and scalable execution to keep our expansion sales teams on the cutting edge
• Partner cross-functionally to ensure enablement content remains current and optimized for seller workflows, even as priorities and product capabilities evolve quickly
• Cultivate a community of expert practitioners, crowdsourcing best practices and user-generated content to continuously improve enablement
• Monitor industry trends and competitive dynamics, adapting enablement priorities quickly as business needs change
• Research and apply emerging AI tools and methodologies to accelerate design, development, and delivery while maintaining quality and effectiveness.

Here’s what we're looking for:

• 8+ years of experience in sales enablement, training, or sales leadership supporting multi-product sales and expansion revenue motions (upsell, cross-sell, renewals), ideally in a high-volume environment.
• Proven track record of designing and delivering highly effective enablement programs that drive measurable improvements in sales performance and productivity
• Demonstrated ability to independently lead learning initiatives end-to-end, from needs analysis through delivery and post-program evaluation, while managing multiple competing priorities.
• Experience designing and facilitating new hire training and continuous education training for expansion/customer success/retention teams focused on growth 
• Strong analytical, communication, and presentation skills, with the ability to influence stakeholders and work cross-functionally to ensure learning objectives translate into real performance outcomes 
• Solid foundation in instructional design and adult learning theory, with the judgment to select appropriate modalities based on speed, scale, and impact
• Hands-on experience with content creation, curation, and knowledge management platforms, paired with a genuine passion for sales and finding creative ways to make sellers more effective
• Comfort operating in urgency and ambiguity, with the resilience, conflict management skills, and composure required to thrive in a fast-paced environment
• Willingness to travel up to 20% annually

Preferred Qualifications:

• Knowledge of the payroll industry 
• An advanced degree or certificate in enablement, education or organizational science 
• Experience with GSuite, a Mac, Salesforce, Slack, Notion, AI tools along with various learning management systems and authoring tools

Our cash compensation amount for this role is $108,570 to $163,500 for Denver, Atlanta, Chicago & Las Vegas. $131,430 to $192,500 for San Francisco & New York. $102,040 to $163,500 for Phoenix. Final offer amounts are determined by multiple factors including candidate location, experience and expertise and may vary from the amounts listed above.

By the Numbers:

• Named #1 best software for small business of 2024 by G2
• 2,700+ employees in the United States, Canada, Mexico, and Turkiye and growing 
• Over $500M in annual revenue 
• The SMB market is large (and growing!) with huge opportunities for Gusto to make an incredible impact for SMBs 
• There are 6.2M employers in the US, 98% have fewer than 100 employees (1) 
• 550,000 new businesses are created each year in the US (1) 

What Product Management is like at Gusto:

• We’re looking for high-autonomy, entrepreneurial Product Managers to come build high-impact solutions for small businesses and their employees. We believe in high-ownership Product Managers who operate like business owners - owning an entire roadmap end to end, and shaping the product from strategy setting through the nitty gritty execution details.
• Our Product team is lean, which means you’ll have a high degree of impact and ownership. 
• We’re here to serve small and medium businesses. Gusto has a strong mission-driven culture, and we care deeply about lifting up these business owners. 

About the Team:

Tax is a critical pillar of Gusto’s platform. The Tax Platform team owns the core systems that determine how tax liabilities are calculated, tracked, paid, reconciled, and filed for more than 400,000 small businesses.

These systems sit at the intersection of money movement, regulatory compliance, and customer trust. The Tax Platform provides shared capabilities used across Tax, Compliance, and R&D, shaping how tax data flows through the company and how other teams build safely on top of Gusto’s tax foundation.

This is high-leverage, system-level work. The team is actively modernizing tightly coupled legacy systems, improving correctness and traceability, and creating durable platform capabilities that reduce risk and unlock faster product development across the company. We partner closely with Engineering, Compliance, Legal, CX, Data Science, and Operations to ensure Gusto’s tax platform remains accurate, scalable, and resilient as the business grows.

Here’s what you’ll do day-to-day:

• Ownership: Own the strategy, roadmap, and execution for foundational Tax Platform systems, with responsibility for shaping platform direction across multiple quarters and years.
• North Star: Define and evolve a clear Tax Platform strategy that ladders into Gusto’s broader Tax strategy, bringing clarity to ambiguous problem spaces and guiding day-to-day decisions around prioritization, sequencing, and tradeoffs.
• Collaborate & Evangelize: Partner closely with Engineering, Compliance, Legal, CX, Data Science, and Product teams to align priorities, unblock dependencies, and drive adoption of shared platform capabilities. Translate between platform work and customer and business outcomes to help engineering teams understand impact and help stakeholders understand the value and tradeoffs of platform investments.
• Customer Impact: Tie platform initiatives to customer outcomes by using data, domain expertise, and partner input to prioritize work that improves accuracy, timeliness, trust, and operational reliability.
• Execution Excellence: Advocate for durable, correct, and scalable solutions while maintaining momentum through incremental delivery, thoughtful sequencing, and clear success metrics.

Here’s what we're looking for:

• 8+ years of product management experience, including meaningful ownership of platform teams, strategy and multi-year initiatives that created leverage across multiple teams or product areas.
• Demonstrated success operating in complex, multi-product environments with cross-team dependencies and internal platform customers.
• Strong system-level thinking and product judgment, with the ability to navigate ambiguity, make hard tradeoffs, and drive clarity without relying on consensus.
• Experience evolving or modernizing critical systems over time, balancing short-term delivery with long-term platform health and risk reduction.
• Comfort working in regulated or compliance-sensitive domains such as payroll tax, fintech, HR, or legal tech, with a deep appreciation for accuracy, auditability, and customer trust.
• Proven ability to partner closely with engineering teams and translate between platform decisions, customer impact, and business outcomes.
• A strong POV on building products in the age of AI; experience building AI-driven features is a big bonus

If you don't think you meet all of the criteria above but still are interested in the job, please apply. Nobody checks every box, and we're looking for someone excited to join the team.

Our cash compensation amount for this role is targeted at $180,000 to $224,000/yr in Denver & most major metro locations, and $210,000 to $263,000/yr for San Francisco, New York, & Seattle. Final offer amounts are determined by multiple factors including candidate location, experience and expertise and may vary from the amounts listed above

Where do PMs at Gusto work?

We have offices in Denver, San Francisco, and New York and have remote team members across the US and Canada. We are actively hiring for the following Hubs: Toronto, Canada and Seattle, WA. Our open roles will specify on the careers page and in the job description where the position is eligible for work. 

 (1) Business Applications with Planned Wages (www.census.gov)

About the Role:

The Compliance Lead, Broker-Dealer & Investment Adviser is a senior member of the Gusto Retirement Compliance Team, reporting directly to the Head of Compliance. This role is the operational backbone of the compliance program, owning the compliance programs of the Registered Investment Advisor (RIA) and Broker-Dealer (BD) entities, including their AI governance frameworks, and serving as a trusted senior member of the RIA/BD Compliance team.

In this role, you would own the supervisory architecture (including the governance of AI tools used across the compliance program), drive exam readiness, and ensure the program is running effectively, documented thoroughly, and defensible under SEC and FINRA scrutiny. This is not a policy-only role, and it is not a passive-user-of-technology role. It requires someone who can move fluidly between strategic oversight and hands-on execution, who understands what it means to carry a compliance program in a regulated financial services environment, and who can serve as a supervisory principal over AI, ensuring tools are deployed lawfully, outputs are validated, and the program evolves alongside regulatory expectations.

About the Team:

Gusto operates RIA and BD affiliated entities, serving customers across the retirement savings landscape. Our Compliance Team is a lean, high-impact function responsible for maintaining robust, defensible compliance programs across both regulatory regimes, built to scale alongside the business. That includes staying ahead of how AI is reshaping compliance operations: the team actively governs and oversees AI tools used across the program, identifies where AI can responsibly expand team capacity, and ensures that any AI use meets the supervisory standards required by SEC and FINRA. We are building a compliance program that is both modern and defensible.

Here’s what you’ll do day-to-day:

• Own and mature the end-to-end compliance program across both the BD and RIA, ensuring the frameworks, controls, and infrastructure, including AI governance, keep pace with Gusto's growth
• Serve as the primary compliance lead on all FINRA and SEC regulatory matters, including filings, examinations, supervisory control testing, and evolving regulatory guidance on AI use in compliance programs
• Lead and develop the relationship with compliance consulting firm(s), directing their work across both entities and ensuring coverage is aligned with Gusto's risk posture
• Build and maintain policies and procedures across both entities, covering advertising, Reg SP, complaints, books and records, BCP, Code of Ethics/Conduct, trade errors and more
• Own incident management and escalation, including compliance violations, whistleblowing, and heightened supervision, and report trends to the Head of Compliance
• Partner cross-functionally with Legal, Product, Finance, Marketing, Sales, and FinCrime to embed compliance into how Gusto builds and sells
• Supervise AI tools used across the compliance program, including ongoing review and testing, ensuring outputs are validated by qualified licensed humans, identifying opportunities to expand team capacity, and flagging functions where AI use is not permitted
• Lead training programs and annual compliance meetings for both BD and RIA, and own the advertising and communications review process
• Assess whether resources, controls, and coverage are sufficient as Gusto scales into new markets and upmarket customer segments
• Oversee all firm filings, employee registrations and licensing across the BD and RIA, including U4/U5, fingerprints, background checks, CRD, Form CRS, Form BD, ADV, and more
• Lead suitability, rebalancing, and custody review and testing for the RIA, including coordination of the annual Surprise Custody Exam

Here’s what we're looking for:

• 7+ years of compliance experience at a FINRA-registered broker-dealer and SEC-registered investment adviser, with deep working knowledge of FINRA Rules , the SEC Rules (including the Marketing Rule, Reg S-P and Reg S-ID), GLBA, and Bank Secrecy Act
• Proven track record owning regulatory filings (Form BD, ADV, U4/U5, CRS), leading exam preparation and response, and running supervisory control testing and advertising review across both RIA and BD entities
• Familiarity with compliance technology (e.g., ComplySci, Global Relay), books and records obligations under Rules 17a-4 and 204-2, and AI governance frameworks in a regulated environment
• Strong written communication skills with the ability to draft, own, and defend compliance documentation under regulatory scrutiny and comfortable managing multiple programs in a lean, high-accountability team
• Active SIE, Series 7, and Series 24 licenses
• Experience at a fintech-integrated RIA/BD, comfortable working at the intersection of technology, product, compliance, and AI governance
• Experience with outsourced compliance models (e.g., third-party consulting firms)
• Prior experience managing compliance staff

Our cash compensation amount for this role is $156,170/yr to $192,610/yr in Denver & most major metro locations, and $183,830/yr to $226,724/yr for San Francisco & New York. Final offer amounts are determined by multiple factors including candidate location, experience and expertise and may vary from the amounts listed above.

About the Role:

We are looking for a strategic and results-driven Account Manager to own customer relationships, maximize retention, and drive account expansion within a dedicated Book of Business (BoB). This role requires a balance of Sales, Customer Success, and Account Management skills to ensure customers realize the full value of Gusto’s products while identifying new opportunities for growth.

Key Responsibilities:

Account Management & Customer Success

• Manage a dedicated BoB, ensuring high engagement, adoption, and long-term customer satisfaction at scale.
• Build and nurture relationships to uncover cross-sell and upsell opportunities.
• Guide customers through key moments that matter along our customer journey to maximize value realization, drive expansion, and proactively reduce churn.
• Leverage product insights and customer data to assess account health and drive proactive outreach.

Sales & Opportunity Identification

• Identify and execute on growth opportunities by addressing additional customer pain points with Gusto’s suite of products.
• Utilize a hunter and farmer approach to both maintain and expand customer relationships.
• Own outbound prospecting, pitching, and closing within existing accounts to drive revenue growth.
• Daily activities include conducting approximately 20 outbound dials to your current book of business.
• Hold around 6 meetings with your customers each day to support relationship development and drive expansion revenue goals.
• Use AI-powered workflows as a core part of how you sell: running assigned tools daily, surfacing friction and inefficiencies as you find them, and collaborating with your team to influence what gets built or improved next.

Prioritization & Agility

• Use data-driven insights to prioritize accounts, ensuring focus on the highest-impact opportunities.
• React quickly to customer needs while maintaining a proactive, strategic approach to retention and expansion.
• Align with internal teams to ensure customers receive best-in-class service and product solutions.

Here’s what we're looking for:

• Proven 3+ years experience in B2B SaaS Customer Success, Account Management, or Sales with a track record of driving retention and expansion revenue. 
• Experience in managing a large book of business and operating at scale. 
• Strong ability to analyze customer data, assess account health, and execute targeted outreach.
• Excellent relationship management and communication skills with a consultative, customer-first approach.
• Deep understanding of Gusto’s products and the ability to translate customer pain points into tailored solutions.
• A strategic mindset with the ability to prioritize, adapt, and execute in a fast-paced environment.
• Proven, day-to-day experience integrating AI into how you work - across writing, research, prep, and summarization as a core part of your workflow, with a track record of giving clear, useful feedback that helps improve your tools and processes.

If you're passionate about driving customer success, maximizing retention, and uncovering growth opportunities, we’d love to hear from you!

Our cash compensation range for this role is $95,000 to $125,000 OTE in Denver, Atlanta, Phoenix, Chicago and most remote locations. Remote locations will vary based on our geographical pay approach. Final offer amounts are determined by multiple factors, including candidate location, experience and expertise, and may vary from the amounts listed above.

About the Role:

We're looking for a Legal AI Engineer for a fixed engagement to build foundational legal team AI infrastructure. You'll design and stand up these systems, document them thoroughly, and hand them off to the team in a state where they can be maintained and iterated on internally.

You'll provide services to a legal team that is already building its own AI tooling and infrastructure through Claude. Your engagement will be with the Senior Manager of Legal Contracting Operations & AI Systems. Your project will be to add the technical depth that turns promising experiments into robust, shared systems, and to deliver a coherent stack of tools and workflows.

During this engagement, you'll design workflows that are fast, measurable, and safe based on specifications from legal, legal ops, and cross-functional stakeholders. You'll leave behind documented systems and run books so the team can maintain and evolve what you've built. This engagement is equal parts legal infrastructure + applied AI, ideal for a hybrid legal/technical practitioner who can translate legal work into scalable systems and then make those systems real.

Here’s what you’ll do day-to-day during this engagement:

• Connect the AI Stack
  • Take the skills, workflows, and dashboards that individual team members have already built in Claude and package them into shared, maintainable assets the whole team can use.
  • Wire together current AI tooling — build MCP integrations so data flows where it's needed without manual handoffs; engage with Gusto's AIT team on connections where native integrations don't exist.
  • Further operationalize AI tools and integrations as agreed upon.
• Build a Legal Repository
  • Stand up a structured, queryable knowledge layer fed by the team's existing research, positions, precedents, and playbooks — one that can be searched by any team member, can be invoked by automated workflows, and continuously ingests new information as the team works in the tool.
• Implement AI Workflows
  • Working from priorities set by legal ops and attorneys, implement AI-assisted workflows for the team's highest-volume use cases — likely including contract first-pass review, matter intake and routing,  litigation operations to enable intake, routing and response drafting for subpoenas, demand letters and notices and prompt libraries for recurring legal tasks.
• Document and Hand Off
  • Deliver a maintenance runbook for every system built and train designated team members on administration, so nothing requires the contractor to maintain it after the engagement ends. Establish adoption baselines so the team can measure progress and know what to iterate on next.

Here’s what we're looking for:

• Hands-on experience building and shipping AI-assisted workflows — not evaluating tools or writing specs, but actually standing systems up. Be ready to walk through something you built from prompt to production.
• Direct, working proficiency with Claude or comparable LLMs: prompt engineering, agentic workflows, and iterating on outputs until they're reliable. This is the core technical skill for everything we're building.
• Integration experience — you've wired tools together using APIs, MCPs, or similar patterns, and you know what breaks and why. Coordinating with engineering or IT teams to scope and execute those connections is second nature to you.
• Comfort operating in ambiguity. You can take a business problem and context from attorneys or legal ops — not a technical spec — and turn it into a working system. You know how to ask the right questions, fill in gaps with judgment, and move forward.
• Comfort working within internal technology governance processes. You know how to communicate with an IT or AI team on tool approvals, data access, and security reviews — and you don't try to go around them. You build within the guardrails, and you help the team understand why those guardrails matter.
• Bonus: Experience working alongside attorneys: you understand contracting workflows, matter intake, research cycles, and how legal teams make decisions.

Compensation will be $150/hr, approximately 20 hours per week, commensurate with experience and expertise. This is a 3-month engagement.

About the Role:

As a Partner Manager at Gusto, you will be responsible for driving the strategy and growth of a portfolio of Gusto Pro's largest and most strategic accounting firm partners. In this role, you will be responsible for maintaining and expanding current revenue and usage within these firms, as well as identifying, pitching, and facilitating growth opportunities. You should be comfortable building deep relationships at all levels of a partner organization, from staff accountants to managing partners, and adept at managing complex partner relationships and product configurations. Use AI-powered workflows as a core part of how you sell: running assigned tools daily, surfacing friction and inefficiencies as you find them, and collaborating with your team to influence what gets built or improved next. You will also work cross-functionally with senior members of Gusto’s team to strengthen the partner relationship, coordinate joint efforts, and provide input as we evolve our Gusto Pro product roadmap and processes.

About the Team:

Gusto Pro is a game-changing, cloud-based platform built specifically for accounting firms. It empowers firms to streamline payroll, people operations, and advisory services for their clients, all within a single, integrated platform. Gusto Pro boasts powerful features like client dashboards, automated workflows, robust reporting, and seamless integrations with other accounting software, enabling firms to elevate their client service and skyrocket their practice growth. Learn more about Gusto Pro

Here’s what you’ll do day-to-day:

• Take a portfolio-based approach to your book of business to identify areas of risk and opportunities for revenue growth within your assigned accounting firms.
• Build detailed territory and account plans to lead Quarterly Business Reviews (QBRs) within your large partner portfolio to identify opportunities for growth, including aligning the Gusto Pro Partner Program with the partners strategic growth objectives.
• Balance both new partner acquisition (in collaboration with dedicated Partner BDR) and development of active partners.
• Act as a single point of contact for partners on behalf of aligned cross-functional sales supporting roles.
• Coordinate outreach strategy and partner enablement with cross-functional supporting functions to grow cross-sell/up-sell product adoption. 
• Lead frequent discussions (weekly status calls, upsell calls, QBRs) with partners to ensure they are leveraging the Gusto Pro platform to achieve successful business outcomes for their clients and their firm.
• Drive awareness and usage of new or updated Gusto Pro features and integrations to the partners in your book, showcasing how these advancements can benefit their clients.
• Own end-to-end execution of contract renewals and upsells, negotiating mutually beneficial terms and ensuring seamless transitions.
• Collaborate with product, design, and engineering teams to provide informed recommendations for Gusto Pro’s product roadmap, based on partner feedback and market trends, to enhance the partner and client experience.
• Navigate and update internal and external stakeholders, inclusive of C-suite executives at Gusto, partners, and cross-functional teams.
• Communicate and report to leadership on sales activity, pipeline progress, and market trends.
• Travel to meet with prospective partners. This includes representing Gusto at Industry Events and Conferences. 

Here’s what we're looking for:

• 5+ years of experience as a Partner Manager, Channel Manager, or other Sales-related function.
• A consistent track record of exceeding sales quotas and building long-term client relationships. Including negotiating complex six-figure contracts.
• Deep understanding of the accounting firm landscape, including their business models, challenges, and technology needs.
• Strong ability to articulate contractual, technical, and financial value points to partners, internal senior leaders, and executive leaders.
• A strong drive to succeed, and comfortable pushing the pace of action with partners and internal teams.
• Proven, day-to-day experience integrating AI into how you work — across writing, research, prep, and summarization as a core part of your workflow, with a track record of giving clear, useful feedback that helps improve your tools and processes.
• Strong analytical and problem-solving abilities – you're a strategic thinker.
• Work collaboratively but autonomously: asking for what you need, but not expecting micromanagement.
• Experience with CRM and Sales Software (e.g., Salesforce, ZoomInfo, Tableau).

Our target on-target earnings (OTE) compensation for this role is $125,000/yr to $150,000/yr in Denver, Las Vegas, Chicago, Atlanta & most remote locations, $155,000/yr to $182,000/yr for San Francisco & New York and $120,000 to $180,000 CAD for Toronto. This OTE is structured with a target 70% base pay and 30% commission pay with an uncapped commission structure. Final offer amounts and the exact base/commission split are determined by multiple factors including candidate location, experience, and expertise and may vary from the amounts listed above.

About the Role:

We're looking for seasoned full-stack software engineers to join the teams behind Gusto's product platforms — the shared systems that our product teams build upon — to serve small business owners every day.

As a Staff Software Engineer, you'll operate across the full lifecycle of foundational systems: shaping architecture early in the design process, building self-service internal features and APIs, and owning their performance long after launch. That means engineering the core business engine, enabling product teams with reliable backend services, and setting the engineering standard for those around you.

If you're drawn to work that combines technical craft with real-world impact — helping power the livelihoods of millions using Gusto products — join us!

Here’s what you’ll do day-to-day:

• Design, build, and test Gusto core platform services – communications, reporting, dashboards, access, workflows, risk, payments, and compliance capabilities, among others
• Mentor other engineers to help solve some of the hardest technical problems out there in very complex domains and at a large scale
• Help scale one of the largest Ruby/Rails and Javascript/React applications in the world
• Collaborate with our Product Engineering, Product Management, Data, and Design teams to understand customer pain points, come up with solutions, and then prototype, iterate, and launch daily
• Build platforms that engineering teams rely on, and trust to deliver products that our customers genuinely love

Here’s what we're looking for:

• Successful applicants typically have 8+ years of software development experience
• Passion for creating scalable, efficient platforms for users
• Experience leveraging AI tools or systems to accelerate development, improve testing, and deliver new platform capabilities
• Curiosity and experimentation with emerging AI frameworks, applying and sharing best practices to evaluate and scale AI use safely across teams
• Experience owning multi-quarter projects that solve complex engineering problems and make measurable user impact at scale
• Experience with large scale refactors, performance and reliability issues, and a strong sense of ownership over all aspects of your platform area
• Ability to mentor engineers to maximize their performance and impact

Others:

• Experience in, or interest working in, Ruby on Rails 
• Appreciation for a collaborative, test-driven environment
• Ability to build well-structured, maintainable, well-documented code
• Ability to effectively communicate across engineering teams and with business stakeholders

Do you prefer heavy feature development instead? Check out our Staff Software Engineer, Core Products job listing.

Please note that a two day travel to a Gusto office for onboarding is required for this position. If you have any questions regarding this requirement, please share with your recruiter.

Our cash compensation amount for this role is targeted at $163,000–$204,000 in Denver & most remote locations, and $197,000–$247,000 for San Francisco & New York. Stock equity is additional. Final offer amounts are determined by multiple factors including candidate experience and expertise and may vary from the amounts listed above.

About the Role

We’re on the lookout for talented Mobile Android Engineers with 8+ years of experience who are passionate about creating amazing user experiences. In this role, you’ll have the chance to dive into developing features that are not just functional but truly intuitive and enjoyable for our users. We want you to take ownership of scaling our shared services while keeping up with the latest in the Android world. You’ll work closely with teams across Product, Identity, Security, System Design, and Infrastructure, collaborating to build solutions that really make a difference. If you’re excited about building elegant, scalable apps and being part of a supportive, innovative mobile team, we’d love to hear from you!

About the Team

At Gusto, we’re excited to be at a pivotal moment in our journey with over 1MM+ monthly active users and the recent launch of our employer experiences on mobile. Our mission is to tackle the real challenges faced by small business owners and their employees, and we believe that mobile is key to delivering impactful solutions. As part of our mobile team, you’ll be at the forefront of this transformation, working alongside talented engineers and designers who are passionate about creating a seamless mobile experience. Together, we’re building a platform that empowers everyone—small business owners and their teams—to thrive. If you’re ready to make a difference in the mobile landscape at Gusto, we want you on board!

Here’s what you’ll do day-to-day:

• Architect, build, test, and refine Gusto’s native Android app, along with supporting mobile web views that enhance user experience.
• Develop, iterate, and improve product features that integrate core business functions, work tools, value-added services, and financial products.
• Collaborate closely with our product management, design, and partner teams to identify technical and customer pain points, brainstorm solutions, and then prototype, iterate, and launch those solutions.
• Work cross-functionally with teams in product apps, identity, security, design systems, and infrastructure to deliver world-class experiences right into our customers' hands.
• Build and scale essential services, such as push notification systems and localization features, to enhance app functionality.
• Enhance and maintain our Android mobile infrastructure, including build pipelines, testing automation, and the release process, to ensure smooth operations.

Here’s what we’re looking for:

• A minimum of 7 years of experience in Kotlin and Android software engineering, with at least 8 years in mobile software engineering overall.
• Excellent communication skills and a knack for building strong cross-functional partnerships.
• A self-driven mindset with the ability to tackle greenfield projects and bring innovative ideas to life.
• Proficiency in Android testing frameworks and a solid understanding of best practices.
• Experience in developing platform components and common features that enhance scalability, consistency, and maintainability throughout the product development lifecycle.
• Strong critical thinking abilities and a keen attention to detail.
• A willingness to learn continuously and a passion for mentoring others on the team.

Bonus points:

• Experience delivering high-quality code across a diverse tech stack.
• Strong knowledge of Compose and/or GraphQL.
• Proficiency or familiarity with MVVM architecture.
• Experience with analytics and monitoring tools to track app performance and user engagement.
• Familiarity with mobile infrastructure, including CI/CD, automated testing environments, and build & release systems.
• Comfort in navigating ambiguity, with the ability to set clear milestones and deliverables for the team.

Our cash compensation amount for this role is targeted at $163,000/yr to $194,000/yr in Denver & most remote locations, $197,000/yr to $235,000/yr for San Francisco, New York & Seattle and $175,000(CAD)/yr to $208,000(CAD)/yr in Canada. Stock equity is additional. Final offer amounts are determined by multiple factors including candidate experience and expertise and may vary from the amounts listed above.

Submit your interest to join our CX team!

Gusto is seeking customer experience professionals who thrive in a fast-paced, consultative environment and are interested in being considered for future start dates in 2026. If you’d like to be considered for future opportunities with our team, please complete the form below and upload your resume. 

While start dates are still being determined for 2026, we’d love to connect! Does this sound like you? Apply below!

About the Role:

Gusto is seeking motivated, customer-centric professionals interested in being considered for future payroll customer experience opportunities in 2026. These roles are ideal for customer-facing payroll professionals who thrive in a fast-paced, consultative environment and are passionate about helping small businesses succeed.

As a Payroll Advocate, you will act as the single point of contact for all support inquiries, enhancing user experience and serving as a subject matter expert for Gusto’s core products. You will guide customers through our newest product features, provide proactive customer education and support, move quickly to strategize and creatively solve problems, act as an advocate to influence our product decisions and roadmap, and holistically support the customer/Gusto partnership. You’ll address and solve real problems and deliver an exceptional customer experience to build trust and loyalty to Gusto.

Here’s what you’ll do day-to-day:

• Own the customer journey by building trust, rapport, and partnership with customers through inbound and outbound phone, email, and Zoom interactions.
• Provide passionate, opinionated, consistent, expert, reliable support as a point of contact for payroll and benefits inquiries. 
• Leverage AI‑assisted tools to accelerate research and communication while upholding accuracy, compliance, and Gusto’s voice.
• Identify churn risk and quickly act to deliver solutions to mitigate the risk of churn, using your product knowledge and unique understanding of each individual customer.
• Build and maintain relationships built on trust and collaboration with admins to better understand and anticipate their needs.
• Partner with your customers and cross-functionally to unblock points of friction, proactively address potential concerns, and build an understanding of individual team needs and processes. 
• Think creatively, pivot quickly, live in ambiguity, and collaborate strategically. You will be required to expand your critical thinking skills and creatively problem-solve across all areas of the business, with an understanding of a variety of stakeholders and needs. 

Here’s what we're looking for:

• 3-6 years of customer experience with 1+ years of full-time experience in Payroll. 
• Account Management experience preferred. 
• Proven ability to proactively and reactively support customers, driving their success, happiness, and loyalty through expert guidance and creative problem-solving.
• Ability to synthesize and communicate complex subjects clearly and effectively, both verbally and in writing, with customers and internal partners.
• Experience with Salesforce, Zoom, Google Suite, Google Calendar, Gmail, and Chili Piper.
• Excels in balancing inbound calls, scheduled meetings, and email inquiries while managing and prioritizing multiple high-priority resolutions effectively.

This posting represents a general talent pipeline that spans multiple levels within our CX team. Final compensation will be determined based on the specific role, level, and experience alignment. The estimated compensation range for these roles is $21.00–$35.00 per hour.

Submit your interest to join our CX team!

Gusto is seeking customer experience professionals who thrive in a fast-paced, consultative environment and are interested in being considered for future start dates in 2026. If you’d like to be considered for future opportunities with our team, please complete the form below and upload your resume. 

While start dates are still being determined for 2026, we’d love to connect! Does this sound like you? Apply below!

About the Role:

Gusto is seeking motivated, customer-centric professionals interested in being considered for future health insurance benefits customer experience opportunities in 2026. These roles are ideal for customer-facing benefits professionals who thrive in a fast-paced, consultative environment and are passionate about helping small businesses succeed.

As a seasoned Health Insurance Benefits Advocate, you will act as the single point of contact for all benefits support and renewal inquiries, enhancing user experience and serving as a subject matter expert for Gusto’s core products. You’ll help employers get group benefits for the very first time, and then help those employers continue to make important benefits decisions on an annual basis. Together, we’re not just simplifying benefits — we’re helping small businesses offer competitive, people-first benefits that support happier, healthier teams.

Here’s what you’ll do day-to-day:

• Own the customer journey by building trust, rapport, and partnership with customers through inbound and outbound phone, email, and Zoom interactions.
• Provide passionate, opinionated, consistent, expert, reliable support as a point of contact for health insurance benefits inquiries. 
• Partner with internal teams to address and resolve customer inquiries and concerns throughout the benefits renewal process.
• Leverage AI‑assisted tools to accelerate research and communication while upholding accuracy, compliance, and Gusto’s voice.
• Identify churn risk and quickly act to deliver solutions to mitigate the risk of churn, using your health insurance benefits and product knowledge and unique understanding of each individual customer.
• Build and maintain relationships built on trust and collaboration with admins to better understand and anticipate their needs.
• Think creatively, pivot quickly, live in ambiguity, and collaborate strategically. You will be required to expand your critical thinking skills and creatively problem-solve across all areas of the business, with an understanding of a variety of stakeholders and needs. 

Here’s what we're looking for:

• 3-6 years of customer experience with 1+ years of full-time experience in health insurance benefits. 
• Account Management experience preferred. 
• Life & Health Insurance Producers Licensure preferred. 
• Proven ability to proactively and reactively support customers, driving their success, happiness, and loyalty through expert guidance and creative problem-solving.
• Ability to synthesize and communicate complex subjects clearly and effectively, both verbally and in writing, with customers and internal partners.
• Experience with Salesforce, Zoom, Google Suite, Google Calendar, Gmail, and Chili Piper.
• Excels in balancing inbound calls, scheduled meetings, and email inquiries while managing and prioritizing multiple high-priority resolutions effectively.

This posting represents a general talent pipeline that spans multiple levels within our CX team. Final compensation will be determined based on the specific role, level, and experience alignment. The estimated compensation range for these roles is $21.00–$35.00 per hour.