Manager, Business Insurance Servicing

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 building its own P&C insurance agency — moving from a third-party referral model to a first-party, payroll-integrated experience that protects small businesses as they grow. We have policies in force and a growing book of business. What we don't yet have is a licensed account manager inside the company servicing it. You'll be our first, and the foundation of the service function: owning daily servicing of the book, running the proactive outreach that keeps clients correctly covered, and turning every recurring case into a product spec so the next hundred don't need a human. About the Team: The Business Insurance team is building Gusto's P&C insurance agency from the ground up, across core small commercial lines including Workers' Compensation. We partner closely with carrier counterparts and work hand-in-hand with product, engineering, design, data, sales, and licensed insurance professionals to ship a quote, bind, and service experience that's fast, accurate, and easy to manage over time. The team is small, cross-functional, a

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 employee 550,000 new businesses are created each year in the US 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 urg

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: AI Dev Tools builds the platform Gusto engineers use to work with AI, not just alongside it: agentic coding environments (local and cloud), automated AI code review, and the CI/security infrastructure underneath both. In this role, you'll own that platform end-to-end from the product bet (what should an agent be trusted to do autonomously, and when) to the infrastructure underneath it (CI systems, sandboxing, vendor contracts) to the team building it. This is not a traditional "developer productivity" management role. You'll be making judgment calls on agent autonomy and security posture, negotiating infrastructure vendor contracts, and setting the AI-spend guardrails your own team operates under in addition to the standard Engineering Manager work of growing and unblocking a team of senior engineers. About the Team: AI Dev Tools builds Gusto's agentic coding platform: tooling infrastructure, agent runtimes, AI code reviews, The team also owns the security work required to run AI workloads safely in the cloud, like queue isolation, permission s

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 an experienced Employee Relations Manager to lead Gusto's Employee Relations team — a specialized center of excellence that helps steward and protect company culture by ensuring policy and practice alignment across the organization. This role reports into People Team leadership and partners closely with People Partners/HRBPs, Legal, and business leaders on our highest-risk employee matters. You will lead and coach a team of Employee Relations Partners handling complex performance and investigations casework, using case data to identify patterns and recommend changes to increase Gustie experience and decrease risk. You're comfortable translating policy into consistent day-to-day practice across a fast-scaling technology company, and you know how to coach organizational leaders through difficult conversations, performance improvement plans, and structural team changes without eroding trust. The ideal candidate has deep fluency with employment policy, sound judgment under ambiguity, and the people-leadership experience to build a

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 Senior Data Science Leader to empower our Sales Data team, the team that powers the insights, forecasting, and measurement infrastructure behind how we acquire, expand, and retain our revenue base. We expect this leader to be both a strategic partner and execution-focused. You'll guide senior sales and marketing leaders through complex analytical questions, develop analysts into statistical and scientific thinkers, and collaborate cross-functionally with stakeholders across Sales Operations, Data Engineering, Finance, R&D, and more. As AI tooling becomes deeply embedded in Gusto's data infrastructure, the nature of analytics work is fundamentally shifting. Tasks that once consumed a significant portion of our analyst's time, such as reporting, dashboard maintenance, and answering ad hoc questions, are increasingly handled by a maturing self-serve ecosystem. What remains are the hard problems: ones that require rigorous statistical thinking, causal reasoning, and the ability to draw defensible conclu

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 a Consumer Fintech Partner Manager at Gusto, you’ll own, manage, and grow the strategic fintech partnerships that power Gusto’s consumer financial products for both small businesses and the Members who are paid through Gusto. You’ll serve as the primary relationship owner for key partners, working cross-functionally with product, engineering, finance, legal, operations, and corporate development to ensure partnerships are healthy, scalable, and aligned with Gusto’s long-term strategy. In this role, you’ll identify opportunities to deepen and expand partnerships through new products, features, and use cases, while proactively surfacing gaps in Gusto’s fintech ecosystem and helping shape solutions. You’ll leverage partner performance data, customer and Member insights, and market trends to inform roadmap priorities and partnership strategy. You’ll collaborate closely across the company to translate partnership strategy into execution, balancing strong relationship management with clear business outcomes. Successful candidates align with Gusto’