Hybrid opportunity at
GustoSenior Product Manager, Tax Payments and Filing
Gusto seeks a Senior Product Manager, Tax Payments and Filing to join its team in San Francisco on a hybrid schedule. Gusto operates a platform that…
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About This Role
Gusto seeks a Senior Product Manager, Tax Payments and Filing to join its team in San Francisco on a hybrid schedule. Gusto operates a platform that delivers payroll, health insurance, retirement plans, and HR services to support over 500,000 small businesses nationwide. In this role, the product manager will lead the investment strategy, tooling development, automation, and AI-enabled systems for tax compliance, managing the flow of billions of dollars to…
Job Description
Gusto seeks a Senior Product Manager, Tax Payments and Filing to join its team in San Francisco on a hybrid schedule. Gusto operates a platform that delivers payroll, health insurance, retirement plans, and HR services to support over 500,000 small businesses nationwide. In this role, the product manager will lead the investment strategy, tooling development, automation, and AI-enabled systems for tax compliance, managing the flow of billions of dollars to federal, state, and local agencies.
This position involves close collaboration with engineering, design, legal, customer experience, compliance, and internal operations teams to build scalable solutions that handle regulatory changes efficiently. The ideal candidate thrives in fast-paced, ambiguous environments, possesses deep technical fluency, and brings experience working within regulated or compliance-driven domains. Team members at Gusto are expected to engage actively with AI tools relevant to their daily work. Full-time employees receive a comprehensive compensation package including base salary, benefits, and equity.
Responsibilities
- Define the long-term direction and investment strategy for tax compliance leverage and capabilities
- Partner with engineering, design, operations, compliance, legal, and customer experience teams to build aligned solutions
- Build prototypes, work directly with technical details, and deploy AI-driven automated systems
- Identify friction points and make prioritization tradeoffs based on structured frameworks
- Own outcomes end-to-end to ensure customer taxes are handled accurately and punctually
Requirements
- Minimum of 5 years of hands-on product management experience
- Prior experience owning internal-facing platforms, operational systems, or tooling
- Proven track record of driving leverage through system improvements, tooling, or automation
- Strong technical fluency and experience partnering with engineering teams in complex codebases
- Experience working in a regulated or compliance-driven industry such as financial services, banking, insurance, tax, healthcare, or benefits
- Hands-on background utilizing AI and automation
- Ability to use data to establish goals, measure impact, and identify leverage opportunities
Core Skills
Benefits
- Competitive base pay
- Equity in the form of Restricted Stock Units
- Standard employee benefits
Frequently Asked Questions
What is the employment type for this position?
This is a full-time role.
Where is the job located?
The position is based in San Francisco with a hybrid work arrangement requiring employees to work from the office approximately 2-3 days per week.
What is the salary range for this role?
The cash compensation for San Francisco ranges from $184,000 to $230,000 per year, determined by factors such as experience and expertise.
What kind of experience is required?
Candidates must have at least 5 years of hands-on product management experience, including ownership of internal-facing platforms or operational systems, along with background in a regulated or compliance-driven domain.
Sample Interview Questions
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