Senior Product Manager, Payroll Onboarding

Toast is a company that creates technology to help restaurants and local businesses succeed in a digital world. They are seeking a Senior Product Manager for Payroll Onboarding to define and deliver the onboarding experience that ensures customers can run payroll quickly and accurately, ultimately driving customer trust and retention.

Responsibilities:

• Set the onboarding strategy and roadmap. Define a clear, outcome-driven vision that improves activation, reduces friction, and builds lasting customer trust
• Own and drive core business metrics
• Instrument, monitor, and improve key metrics including pNPS, activation rate, time-to-first-payroll, care ticket volume, and early retention
• Represent performance in leadership forums — diagnosing gaps, driving accountability, and aligning teams on action
• Reimagine onboarding through an AI-first lens
• Deliver intelligent automation, guided configuration, and proactive error prevention
• Use AI not just in the product, but in how you prototype, validate, and accelerate development
• Evolve onboarding into an AI-augmented system. Partner with services teams to redesign workflows using AI-assisted tools and emerging agentic patterns to improve speed, accuracy, and scalability
• Drive a cohesive, end-to-end onboarding experience (CX). Ensure alignment across product UX, human-assisted onboarding, and cross-product configuration — creating a seamless path to first value
• Develop deep customer and operational insight. Leverage interviews, onboarding sessions, care data, and behavioral analytics to identify root causes and prioritize effectively
• Lead execution with clarity and quality. Partner closely with Design and Engineering to deliver high-quality, high-impact product experiences
• Contribute to a high-performance team. Build strong cross-functional relationships and raise the bar on ownership, collaboration, and outcomes

Requirements:

• 6–8+ years of product management experience, with a demonstrated track record of owning and driving meaningful business outcomes in complex, high-impact product areas
• Strong ownership of metrics and business outcomes. Experience defining, instrumenting, and improving key metrics — and communicating progress and tradeoffs to senior stakeholders
• Experience with onboarding or activation-heavy products. Deep understanding of how customers reach first value — and how onboarding impacts retention and support
• AI fluency. Comfortable using AI in day-to-day product work (prototyping, analysis, iteration), with a point of view on how AI and agentic systems can reshape product and operations
• Strong product and data judgment. Ability to synthesize qualitative and quantitative inputs into clear decisions and priorities
• Clear, effective communicator. Able to distill complexity into crisp narratives and influence cross-functional and executive audiences
• High ownership and comfort with ambiguity. You create clarity, drive progress, and take responsibility for outcomes in complex, evolving spaces
• Strong cross-functional leadership. Proven ability to align Engineering, Design, Services, and GTM partners around shared goals
• CX mindset (bonus, not required). Experience shaping end-to-end onboarding journeys across product and human-assisted touchpoints