About the Role

Our Product Pricing & Monetization team sits at the intersection of product and commercial strategy, responsible for holistic pricing and packaging across Gusto's full product suite.

We're looking for a Senior Pricing and Monetization Manager to focus across our platform. portfolio including Gusto Payroll, Gusto Time management and HR, and our suite of embedded financial services for employers and employees. You'll collaborate closely with product, sales, marketing, data, engineering, and finance, with work that is visible to Gusto leadership.

What You'll Do

• Work in partnership across Product, Finance, Marketing, and Go-to-Market to review and recommend monetization and pricing strategies for new product launches and our existing portfolio.
• Be a world-class operator, owning and delivering on cross-functional projects and commercial go-to-market initiatives. In an AI-native environment, strategy, ownership, and execution goes broad. You will be asked to learn, adapt and grow your range of expertise.
• Help shift from a commercial strategy and operations function, to an AI-powered builder program. You’ll ship MVPs, Proof of Concepts, and pilots right into market.
• Decide, Build, and Monitor the key Pricing and Monetization KPIs across our product and go-to-market portfolio.
• Be the pricing and monetization expert and go-to-partner for Monetization and Commercial strategy.
• Work closely with key stakeholders such as: Product, Product Marketing, Sales, Data Science, and Finance. Products will have direct executive line-of-sight and direct impact to our product and business.

What We're Looking For

• Background in fintech, business banking, retirement, E-commerce, payroll, or HR back office SaaS
• Background in B2B / B2C Saas in Payroll, HR, Fintech, ECommerce or related field.
• An AI-native operator who can go from strategy to execution quickly, building Agents instead of processes. You’ll be an expert in Claude.ai, Claude Code, and Cursor.
• A strong analytical mindset with strong attention to detail and creative problem-solving ability. Able to use AI tools to conduct end-to-end technical data analysis.
• Executive relationship management and communication. You’ll be presenting and working on topics for our executives, board, and senior leaders across Gusto.
• Exceptional cross-functional stakeholder management and relationship-building skills. Your success will be defined by your ability to move a broad set of stakeholders towards a common goal.
• Clear, concise communicator, able to distill complex ideas for any audience
• Thrives in fast-moving environments; able to pivot quickly and manage competing priorities
• Curious, growth-oriented, and genuinely passionate about pricing

Nice to Have

• Experience developing and delivering pricing and go-to-market recommendations in product, marketing, finance, or consulting.
• Experience with technical pricing research, like conjoint or max diff analysis, or other quantitative research techniques. 
• Expertise in technical data analysis skills, like SQL, Python or R. Expect underlying foundation coupled with ability to use AI to execute.
• Familiarity with the latest AI tools to help with coding or data analytics tools such as Claude, Cursor, Gumloop

Compensation

Our cash compensation amount for this role is targeted at $152,000 - $180,000/yr in Denver, Phoenix, and Atlanta, and $180,000 - $218,000/yr for San Francisco & New York. The salary range for Toronto is CAD 133,000 - 160,000. 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:

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. The salary range for Toronto is CAD 133,000 - 160,000. 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

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

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.

About The Role

Small businesses run on relationships, and word of mouth is one of the most powerful and underutilized growth levers in the SMB market. The small business owners who use Gusto are among our most vocal advocates, and this role exists to turn that goodwill into a scalable acquisition engine. As our Head of Customer Referral & Emerging Channels, you'll own the programs that harness how customers naturally talk about us, accelerating our referral program, activating customer reviews, and tapping chat and other emerging communication channels. You'll use AI to surface high-intent advocates, personalize outreach at scale, and identify the signals that predict who's most likely to refer. Partnering closely with our AEO team, you'll coordinate emerging acquisition plays across the funnel. This is a high-visibility role for someone equally energized by optimizing a mature program and standing up something net-new, and who sees the untapped potential in Gusto's customer base as the growth opportunity it truly is.

About The Team

The Demand Generation team at Gusto is responsible for driving qualified pipeline and customer growth across all channels. We're a detail-oriented, experiment-driven team that works closely with Sales, Product, and RevOps to build scalable programs that move the business. We believe great growth marketing is part art, part science, and we're always testing, learning, and iterating. You'll lead a team of sharp marketers who genuinely care about the small businesses we serve.

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

• Manage and develop the growth marketing team, setting clear goals, providing coaching, and fostering a culture of accountability and innovation.
• Own and evolve Gusto's customer referral program from strategy and incentive design, to measurement and optimization, driving meaningful new customer acquisition and revenue through word-of-mouth and network effects.
• Build and run a rigorous experimentation roadmap, using advanced testing and data analysis to identify growth levers and scale what works.
• Scout, pilot, and scale emerging acquisition channels, bringing rigor to what gets tested and moving quickly from hypothesis to results.
• Partner with the Web Marketing team to surface and prioritize conversion experiments, translating referral and emerging channel performance data into landing page hypotheses and post-click optimizations that improve acquisition outcomes.
• Partner cross-functionally with Growth, Product, Sales, RevOps, and Data teams to align growth programs with business priorities and optimize the full funnel from awareness to activation.
• Use AI tools as a consistent, habitual part of your workflow, generating referral program briefs, developing incentive copy variants, accelerating channel research, and building reusable systems that scale best practices across the team.
• Report on program performance to senior leadership, distilling complex data into clear insights and concrete recommendations.

Here's what we're looking for

• 10+ years of experience in growth marketing, demand generation, or performance marketing, with at least 3 years in a people management role.
• Demonstrated success building and scaling customer acquisition programs (referral, affiliate, and/or word-of-mouth) from concept to measurable growth.
• Working knowledge of paid acquisition channels (SEM, paid social, ABM, etc.) and a strong grasp of full-funnel growth strategy.
• Strong analytical skills with the ability to translate data into decisions; experience with tools like Salesforce, Amplitude, redash, or similar platforms is a plus.
• AI-fluent in practice, not just in theory; you use AI tools consistently in your day-to-day workflow to accelerate briefs, copy, program design, and analysis, and you're building toward systematizing those habits for your team.
• Exceptional communicator who can influence across teams and present clearly to executive audiences.
• Bachelor's degree or equivalent experience; MBA or quantitative background is a plus.

Compensation

Our cash compensation for this role ranges from $141,000 to $176,000/yr in Denver, Phoenix/Scottsdale, Las Vegas, and Atlanta, and $166,000 to $207,000/yr in San Francisco and New York. Canadian candidates based in Toronto can expect a range of CAD $133,000 to $166,000/yr. Final offer amounts depend on a number of 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.