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Senior Pricing and Monetization Manager

Gusto, Inc. · Denver, CO;San Francisco, CA;New York, NY;Las Vegas, NV;Atlanta, GA;Chicago, IL;Phoenix, AZ;Toronto, Ontario, CAN - Remote

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Marketing United States - Chicago, IL - Remote United States - Denver, CO United States - Las Vegas, NV - Remote United States - New York, NY United States - Phoenix, AZ - Remote United States - San Francisco, CA United States - Atlanta, GA - Remote Canada - Toronto, Ontario - Remote Posted May 8, 2026

About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

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

Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas.

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.

Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto.

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.

Ready to apply?

Apply to Gusto, Inc.

Gusto, Inc.

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Head of Social and Influencer Marketing

Gusto, Inc. · Denver, CO;San Francisco, CA;New York, NY;Las Vegas, NV;Atlanta, GA;Chicago, IL;Phoenix, AZ;Toronto, Ontario, CAN - Remote

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Marketing United States - Chicago, IL - Remote United States - Denver, CO United States - Las Vegas, NV - Remote United States - New York, NY United States - Phoenix, AZ - Remote United States - San Francisco, CA United States - Atlanta, GA - Remote Canada - Toronto, Ontario - Remote Posted May 8, 2026

About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

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

Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas.

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.

Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto.

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.

Ready to apply?

Apply to Gusto, Inc.

Gusto, Inc.

View all jobs →

Senior Product Manager, Document Studio

Gusto, Inc. · New York, NY

Apply now

Product Management United States - New York, NY Posted May 8, 2026

About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

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 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 believe in smaller, empowered teams that move quickly with less overhead. You’ll move fast by pairing sharp product judgment with fluency in AI tools — automating what slows teams down and amplifying what makes them creative and high-performing.
We’re boundaryless 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 small and medium businesses. Gusto has a strong mission-driven culture, and we care deeply about lifting up these business owners — building technology for an AI-first world that gives them the superpowers to run and grow their businesses with confidence.
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 Gusto.

About the Team

We have a clear vision for how AI-powered tools will transform HR for small businesses, and we're looking for a Senior Product Manager to make it real: sharpen priorities, own outcomes, and partner deeply with engineering and design to ship products that matter.

Document Studio is one of our most ambitious product bets: an experience that helps small business owners navigate the hard HR decisions, a new hire, a compensation change, a difficult termination, and generates the right documentation, personalized to their situation, compliant with their state, reflecting how they want their culture and values to come through, backed by rules they can trust.

The foundation is in early stages: a Handbook product is in beta, and the internal platform is an MVP. Our ambition is considerably bigger than what's been built. The customer experience is still evolving: what it looks and feels like to be guided through a termination, a comp change, or a new hire without needing to be an HR expert. The scale is real: employment law varies across all 50 states, and the content pipeline has to handle that without becoming a bottleneck. And the internal engine, the rules and content infrastructure that makes trusted output possible, is still being defined. This is one of Gusto's most ambitious bets, and the person who takes this role will shape it.

You'll own that end-to-end: Handbook, document templates, an employer-facing document manager, the employee experience on the other side of those documents, and the underlying platform that powers all of it. These documents serve two audiences: they help employers navigate decisions and set expectations, and they're how employees learn what's expected of them and experience HR at their company.

Your engineering and design partners are experienced builders who want to co-define what gets built. You'll work closely with Legal and Compliance and our HR experts to turn their expert knowledge into guided document-creation experience, and with the broader team to connect Document Studio to the rest of what Gusto is building for small businesses. We need a PM with strong product craft, real AI product experience, and the ability to push creative boundaries while executing quickly.

Here’s what you’ll do day-to-day:

Own product strategy and roadmap for the Document Studio platform—Defining the vision, making hard prioritization calls, and ensuring we’re building the right things for customers.
Work side by side with engineering and design: clarify problems, frame opportunities, and shape solutions together rather than handing over finished specs. You’ll be a true partner, not a ticket-writer.
Drive discovery and validation with customers and our internal experts—synthesize feedback, identify patterns, and turn insights into clear requirements and success criteria.
Define and track outcomes (usage, quality, efficiency, business impact) and use data to inform what we build next.
Operate in ambiguity: our roadmap is evolving, the AI landscape is moving fast, and the “right” product isn’t always obvious. You’ll help the team navigate that uncertainty with structure and judgment.
Think creatively about AI-native experiences, beyond chatbots and forms. The bar here is high: outputs need to be accurate (HR has real compliance stakes), tailored to each customer's situation, and genuinely useful rather than generic.

Here’s what we're looking for:

5+ years of product management experience. You have a track record of owning significant product areas and shipping outcomes in fast-moving environments. Ideally with additional experience in roles that involve helping people navigate choices they don't have the domain knowledge to make confidently
AI product experience. You've shipped AI products where getting it wrong has real stakes — and you understand when AI adds value. You understand how to scope AI capabilities, manage uncertainty, and design for human-in-the-loop.
Strong product craft. You’ve shipped products that users love and that moved the needle. You’re rigorous about problem definition, scope, and success—and you know when to simplify or cut.
Platform and systems thinking. You identify the generalizable structure underneath multiple use cases and build toward it. Experience in any domain where structured logic needs to scale — compliance, legal, financial, medical, pricing, knowledge infrastructure — matters more here than document-specific background.
Cross-functional collaboration. You've collaborated with domain experts to shape product experiences and build always-on processes.
Technical fluency. You can have real conversations with engineers about AI systems, rules engines, and content infrastructure. You don't need to write code, but you need to understand what's possible, what's expensive, and where technical constraints shape what you can build.

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 $184,000/yr to $230,000/yr for New York. 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 New York office. 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)

Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas.

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.

Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto.

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.

Ready to apply?

Apply to Gusto, Inc.

Gusto, Inc.

View all jobs →

Principal Product Manager, Reporting

Gusto, Inc. · New York, NY; San Francisco, CA

Apply now

Product Management United States - New York, NY Posted May 8, 2026

About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

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:

The Reporting team sits within the Core Experience organization and owns one of the most important experiences in the product: giving small business owners clear visibility into data about their payroll, benefits, and spend.

We're at an inflection point. The back-end infrastructure that makes AI-native reporting possible is taking shape and our next chapter is delivering those capabilities to customers in ways that are genuinely useful: fixing the basics, enabling AI-powered answers, and building a reporting experience that meets customers where they are. This PM will drive that work.

Here’s what you’ll do day-to-day:

Drive the strategy and roadmap end-to-end. In close collaboration with your key partners in engineering, design and data, you'll set the strategic direction for Reporting and own the roadmap across all surfaces (web, mobile, and embedded experiences).
Define the vision. You'll anchor the team and stakeholders around a clear, compelling vision for how traditional reports and AI-driven answers work together over time—one that connects to Gusto's broader AI transformation and gives everyone a coherent picture of where we're going.
Ship customer-facing value every cycle. You'll hold yourself and the team accountable for delivering real improvements that customers notice and use, balancing fixing the basics and with bigger, future swings.
Partner with other product teams on real use cases. You'll work hand-in-hand with app teams like Pay and Benefits to deliver reporting capabilities end-to-end through real customer journeys, proving the infrastructure works and surfacing what needs to get better.
Drive the data infrastructure forward. You'll bring rigor and clear prioritization to the ongoing data migration work, making sure back-end progress translates into customer-facing capability on a timeline that matters.
Set up and track the right metrics. You'll define leading indicators for reporting quality and customer satisfaction, use data to drive continuous improvement, and communicate progress honestly to stakeholders.
Raise the bar on collaboration. You'll work closely with engineering, design, and data partners to build a team that operates with speed and quality. You'll treat partner product teams as customers, giving them a clear path forward, answering their questions, and making it easy for them to build on what you've created.

Here’s what we're looking for:

Customer obsession. You understand how small businesses use data to make decisions—questions they're actually trying to answer. You stay close to customers through direct research and indirect feedback loops (CX, support tickets, usage data), and you use what you learn to sharpen your priorities constantly.
Real AI fluency. You use AI tools in your own daily work for synthesis, ideation, analysis and prototyping ideas. You've built AI-powered product features or worked closely enough on them that you understand what good looks. You have a genuine point of view on what AI-native reporting means and where it's going.
Bias toward shipping. The Reporting team has strong foundations and the job now is to deliver. You set short, clear milestones. You move fast on near-term customer improvements while keeping the longer-term vision clear. You use staged rollouts and learning plans as a matter of course. You don't let platform work crowd out customer-facing progress because you hold both at once, and you know when to push and when to sequence.
Technical fluency in data. You're comfortable in conversations about data infrastructure: pipelines, data models, APIs, trade-offs between migration approaches. You don't need to write the SQL, but you understand what the engineers are building and why it matters for customers. You've worked on data products where back-end complexity is real and the front-end has to make it feel simple.
Cross-functional partnership. Reporting sits at the intersection of almost every team at Gusto because App teams depend on our platform to surface data to their customers. You treat partner teams as one of your most important customer groups—you understand their needs, you give them a clear path forward, and you make it easy to build on what you've created.
Clear, direct communication. You can tell a simple, compelling story about a complex system. You give stakeholders honest, specific progress updates. You escalate when something is off track and you come with a plan. You make it easy for people at any level to understand where Reporting is going and why it matters.
Strategic clarity. You hold the near-term and long-term at the same time without letting one crowd out the other. You build a multi-year vision that connects to Gusto's AI transformation, and you sequence the work so that every cycle delivers meaningful customer value on the path to that vision. You know when to go narrow and when to open up scope, and you make that call quickly.

The experience we're looking for:

8+ years of hands-on product management experience
At least some of that time spent on data products, analytics tools, reporting platforms, or infrastructure products where internal or external customers were a primary consideration
Demonstrated track record of shipping customer-facing improvements at pace—things customers notice and use
Experience with AI-powered product features or data experiences: building them, scoping them, evaluating them, or working closely enough on them that you understand the operational reality
Strong cross-functional collaboration skills with engineering, design, and data partners
Experience in environments where back-end platform maturity and front-end customer experience have to be balanced and advanced simultaneously

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

Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas.

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.

Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto.

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.

Ready to apply?

Apply to Gusto, Inc.

Gusto, Inc.

View all jobs →

Staff Software Engineer, Core Products

Gusto, Inc. · San Francisco, CA - Hybrid; Denver, CO - Hybrid; New York, NY - Hybrid;

Apply now

Engineering United States - Denver, CO United States - New York, NY United States - San Francisco, CA Posted May 8, 2026

About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

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.

Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas.

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.

Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto.

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.

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AI Solutions Architect

Gusto, Inc. · San Francisco, CA;New York, NY;Denver, CO;Phoenix, AZ;Chicago, IL;Las Vegas, NV

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Customer Experience United States - Chicago, IL - Remote United States - Denver, CO United States - Las Vegas, NV - Remote United States - New York, NY United States - Phoenix, AZ - Remote United States - San Francisco, CA Posted May 7, 2026

About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

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.

Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas.

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.

Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto.

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.

Ready to apply?

Apply to Gusto, Inc.

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Senior Manager, Growth Data Science

Gusto, Inc. · Denver, CO;San Francisco, CA;New York, NY

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Data United States - Denver, CO United States - New York, NY United States - San Francisco, CA Posted May 6, 2026

About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

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.

Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas.

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.

Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto.

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.

Ready to apply?

Apply to Gusto, Inc.

Gusto, Inc.

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Head of Accountant Community

Gusto, Inc. · Denver, CO; San Francisco, CA; New York, NY; Las Vegas, NV; Atlanta, GA; Phoenix, AZ; Toronto, ON; Chicago, IL

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Marketing United States - Denver, CO United States - Las Vegas, NV - Remote United States - New York, NY United States - Phoenix, AZ - Remote United States - San Francisco, CA United States - Atlanta, GA - Remote Posted May 6, 2026

About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

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

Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas.

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.

Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto.

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.

Ready to apply?

Apply to Gusto, Inc.

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Principal Software Engineer - Pay Group Engineering

Gusto, Inc. · Denver, CO;San Francisco, CA;New York, NY

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Engineering United States - Denver, CO United States - New York, NY United States - San Francisco, CA Posted May 6, 2026

About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

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

Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas.

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.

Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto.

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.

Ready to apply?

Apply to Gusto, Inc.

Gusto, Inc.

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Principal Product Manager, Tax Credits

Gusto, Inc. · San Francisco, CA;New York, NY

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Product Management United States - New York, NY United States - San Francisco, CA Posted May 6, 2026

About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

By the Numbers:

Named #1 best software for small business of 2024 by G2
3,000+ 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 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).
We’re boundaryless 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.
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 move fast by pairing sharp product judgment with fluency in AI tools — automating what slows teams down and amplifying what makes them creative and high-performing.
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 — building technology for an AI-first world that gives them the superpowers to run and grow their businesses with confidence.
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 Gusto.

About the Team:

The Tax Credits team is a “mini startup” within Gusto, and an incredibly talented group of people that have a mix of deep customer empathy, domain expertise, and a strong desire to innovate. Our mission is to grow and add value to our customer base, and continually test and refine tools designed to help these customers unlock savings through tax credits and grants. If you enjoy uncovering & solving big problems, driving lean experimentation, building 0 to 1 product experiences, and making a big impact on the lives of small business owners, we’d love to hear from you.

Here’s what you’ll do day-to-day:

Ownership: Spearhead the development of a product & business aimed at unlocking value for existing Gusto customers as well as expanding Gusto’s customer base to new segments
North Star: Unlocking savings for SMBs through tax credits
Collaborate: Partner closely with Engineering, Design, Ops and Data Science on all stages of the product development process, and partner with the GM and Revenue team to grow the business and optimize its unit economics
Lead product discovery to uncover and deeply understand customer problems and test risky assumptions
Run lean experiments and A/B tests to quickly prove out hypotheses and test new concepts. Always looking for ways to get stronger signal on new ideas
Create a long-term vision and strategy that defines the big problems we can solve well with a durable competitive advantage

Here’s what we're looking for:

8+ years of hands-on Product Management experience or 12+ years of relevant work experience
Proven track record of building 0 to 1 products with nice to haves in:
Strong product discovery skills and analytical skills
The intangibles: natural curiosity, grit, customer obsession, and attention to detail
The ability to tell a compelling story that drives alignment and inspires action
Strong collaboration skills; ability to quickly build trust quickly
A passion for helping small businesses

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 $179,000/yr to $224,000/yr in Denver & most major metro locations, and $210,000/yr to $263,000/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.

Gusto has physical office spaces in Denver, San Francisco, and New York City. Employees who are based in those locations will be expected to work from the office on designated days approximately 2-3 days per week (or more depending on role). The same office expectations apply to all Symmetry roles, Gusto's subsidiary, whose physical office is in Scottsdale.

Note: The San Francisco office expectations encompass both the San Francisco and San Jose metro areas.

When approved to work from a location other than a Gusto office, a secure, reliable, and consistent internet connection is required. This includes non-office days for hybrid employees.

Our customers come from all walks of life and so do we. We hire great people from a wide variety of backgrounds, not just because it's the right thing to do, but because it makes our company stronger. If you share our values and our enthusiasm for small businesses, you will find a home at Gusto.

Gusto is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex (including pregnancy, childbirth, or related medical conditions), marital status, ancestry, physical or mental disability, genetic information, veteran status, gender identity or expression, sexual orientation, or other applicable legally protected characteristic. Gusto considers qualified applicants with criminal histories, consistent with applicable federal, state and local law. Gusto is also committed to providing reasonable accommodations for qualified individuals with disabilities and disabled veterans in our job application procedures. We want to see our candidates perform to the best of their ability. If you require a medical or religious accommodation at any time throughout your candidate journey, please fill out this form and a member of our team will get in touch with you.

Gusto takes security and protection of your personal information very seriously. Please review our Fraudulent Activity Disclaimer.

Personal information collected and processed as part of your Gusto application will be subject to Gusto's Applicant Privacy Notice.

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Senior Product Manager, Gusto Pro Workflows

Gusto, Inc. · New York, NY

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Product Management United States - New York, NY Posted May 6, 2026

About Gusto

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve.

All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy.

AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process.

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:

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 move fast by pairing sharp product judgment with fluency in AI tools — automating what slows teams down and amplifying what makes them creative and high-performing.
We’re boundaryless 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 small and medium businesses. Gusto has a strong mission-driven culture, and we care deeply about lifting up these business owners — building technology for an AI-first world that gives them the superpowers to run and grow their businesses with confidence.
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 Gusto.

About the Team:

We’re looking for a Senior Product Manager to lead Workflows for Gusto Pro, our product specifically built for Accountants. Accountants play a critical role within the Gusto ecosystem. They are one of our largest user groups, but also act as a one-to-many growth engine by referring their small business clients to use Gusto as their payroll provider, generating a substantial portion of our total revenue.

We have ambitious plans to become the most efficient platform for accountants to deliver payroll & advisory services to their clients and help millions of small businesses as a result. If you enjoy uncovering & solving big customer problems, making complex things simple, and identifying new ways to delight and disrupt workflows with AI, we’d love to hear from you.

Here’s what you’ll do day-to-day:

Lead product discovery to uncover/deeply understand customer problems and test risky assumptions
Create a long-term vision and strategy that defines the big problems we can solve well with durable competitive advantage
Build iteratively to quickly prove out hypotheses and test new concepts, always looking for ways to get stronger signal on new ideas
Partner closely with Engineering, Design, and Data Science on all stages of the product development process
Rapidly execute and iterate with an emphasis on user delight, impact, and learning. Regularly take risks and make calculated tradeoffs
Balance hands-on building with strategic storytelling that creates clarity and real value for the users we serve
Define, measure, and improve key product and business metrics, especially in foundational areas like payroll task coordination, roles & permissions, reports, and other day-to-day workflows that are core to our users’ operations

Here’s what we're looking for:

5+ years of hands-on Product Management experience
Proven track record of leading R&D teams that deliver impactful results
The intangibles: Natural curiosity, grit, customer obsession, and humility
Strong product discovery and analytical skills
The ability to tell a compelling story that drives alignment and inspires action
Strong collaboration skills; ability to quickly build trust with teams and customers
A passion for helping small and medium size businesses
A strong POV on building products in the age of AI; experience building AI-driven features is a big bonus