Senior Product Manager, AI‑Driven Tax Compliance Tools

gusto; United States; Hybrid; USD 170,000 - 250,000; Full time

Benefits offered by this job

Hybrid work schedule

Remote work across US/Canada

Equity for all full-time employees

Job summary

Gusto is seeking a senior product leader to own the strategy and execution of tax payments and filing systems used by hundreds of thousands of small and medium businesses. The role focuses on internal tooling, automation, and AI-enabled platforms to ensure accuracy amid regulatory change.

You will partner with Operations, Compliance, and engineering to define direction, invest in scalable automation, and ship AI-driven improvements that reduce manual work and improve outcomes.

Qualifications

• 5+ years of hands-on product management experience in internal-facing platforms or operational systems.
• Experience driving leverage through automation and tooling to reduce manual work.
• Strong technical fluency and partnership with engineering in complex codebases.
• Experience in a compliance-driven or regulated domain with regulatory stakeholders.
• Hands-on experience applying AI and automation to product work.

Responsibilities

• Define investment strategy and long-term direction for tax compliance capabilities.
• Partner with Operations, Compliance, and engineering as primary internal customers.
• Build automation, tooling, and system improvements to scale with regulatory shifts.
• Use data to surface opportunities, set goals, and measure outcomes.
• Prototype, design, and ship AI-enabled solutions with clear product judgment.
• Translate ambiguity into clear execution plans with prioritization.

Skills

Product management

Automation

AI in product work

Regulatory/compliance domain

Data-driven decision making

Job description

Gusto is seeking a senior product leader to own the strategy and execution of tax payments and filing systems used by hundreds of thousands of small and medium businesses. The role focuses on internal tooling, automation, and AI-enabled platforms to ensure accuracy amid regulatory change.

You will partner with Operations, Compliance, and engineering to define direction, invest in scalable automation, and ship AI-driven improvements that reduce manual work and improve outcomes.