Principal Product Manager, Tax Platform

Gusto•Los Angeles, NY

1d•$180,000 - $263,000•Hybrid

About The Position

At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff—like payroll, health insurance, 401(k)s, and HR—so owners can focus on their craft and customers. With teams in Denver, San Francisco, and New York, we’re proud to support more than 400,000 small businesses across the country, and we’re building a workplace that represents and celebrates the customers we serve. Learn more about our Total Rewards philosophy . 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: Tax is a critical pillar of Gusto’s platform. The Tax Platform team owns the core systems that determine how tax liabilities are calculated, tracked, paid, reconciled, and filed for more than 400,000 small businesses. These systems sit at the intersection of money movement, regulatory compliance, and customer trust. The Tax Platform provides shared capabilities used across Tax, Compliance, and R&D, shaping how tax data flows through the company and how other teams build safely on top of Gusto’s tax foundation. This is high-leverage, system-level work. The team is actively modernizing tightly coupled legacy systems, improving correctness and traceability, and creating durable platform capabilities that reduce risk and unlock faster product development across the company. We partner closely with Engineering, Compliance, Legal, CX, Data Science, and Operations to ensure Gusto’s tax platform remains accurate, scalable, and resilient as the business grows. Here’s what you’ll do day-to-day: Ownership : Own the strategy, roadmap, and execution for foundational Tax Platform systems, with responsibility for shaping platform direction across multiple quarters and years. North Star: Define and evolve a clear Tax Platform strategy that ladders into Gusto’s broader Tax strategy, bringing clarity to ambiguous problem spaces and guiding day-to-day decisions around prioritization, sequencing, and tradeoffs. Collaborate & Evangelize: Partner closely with Engineering, Compliance, Legal, CX, Data Science, and Product teams to align priorities, unblock dependencies, and drive adoption of shared platform capabilities. Translate between platform work and customer and business outcomes to help engineering teams understand impact and help stakeholders understand the value and tradeoffs of platform investments. Customer Impact: Tie platform initiatives to customer outcomes by using data, domain expertise, and partner input to prioritize work that improves accuracy, timeliness, trust, and operational reliability. Execution Excellence: Advocate for durable, correct, and scalable solutions while maintaining momentum through incremental delivery, thoughtful sequencing, and clear success metrics.

Requirements

8+ years of product management experience, including meaningful ownership of platform teams, strategy and multi-year initiatives that created leverage across multiple teams or product areas.
Demonstrated success operating in complex, multi-product environments with cross-team dependencies and internal platform customers.
Strong system-level thinking and product judgment, with the ability to navigate ambiguity, make hard tradeoffs, and drive clarity without relying on consensus.
Experience evolving or modernizing critical systems over time, balancing short-term delivery with long-term platform health and risk reduction.
Comfort working in regulated or compliance-sensitive domains such as payroll tax, fintech, HR, or legal tech, with a deep appreciation for accuracy, auditability, and customer trust.
Proven ability to partner closely with engineering teams and translate between platform decisions, customer impact, and business outcomes.
A strong POV on building products in the age of AI; experience building AI-driven features is a big bonus

Responsibilities

Own the strategy, roadmap, and execution for foundational Tax Platform systems, with responsibility for shaping platform direction across multiple quarters and years.
Define and evolve a clear Tax Platform strategy that ladders into Gusto’s broader Tax strategy, bringing clarity to ambiguous problem spaces and guiding day-to-day decisions around prioritization, sequencing, and tradeoffs.
Partner closely with Engineering, Compliance, Legal, CX, Data Science, and Product teams to align priorities, unblock dependencies, and drive adoption of shared platform capabilities.
Translate between platform work and customer and business outcomes to help engineering teams understand impact and help stakeholders understand the value and tradeoffs of platform investments.
Tie platform initiatives to customer outcomes by using data, domain expertise, and partner input to prioritize work that improves accuracy, timeliness, trust, and operational reliability.
Advocate for durable, correct, and scalable solutions while maintaining momentum through incremental delivery, thoughtful sequencing, and clear success metrics.

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