Senior Product Manager, Payroll Onboarding

🕒 May 8

🇺🇸 United States – Remote

💵 $159k - $254k / year

⏰ Full Time

🟠 Senior

🧾 Payroll

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Toast

WebsiteLinkedInAll Job Openings

1001 - 5000 employees

Founded 2013

☁️ SaaS

🤝 B2B

SaaS • B2B • Hospitality

Toast is a technology company that specializes in providing integrated software and hardware solutions for the restaurant industry. Their offerings include a comprehensive restaurant management platform that features point of sale (POS) systems, payment processing, online ordering, payroll management, and various operational tools designed to streamline restaurant operations. Toast's platform is tailored to meet the needs of diverse restaurant types, including quick service, full service, fast casual, fine dining, cafes, and food trucks. They also provide resources like industry insights and educational materials to support restaurant success.

📋 Description

• Define and deliver the experience that gets every customer from contract signature to first successful payroll — quickly, accurately, and with confidence • 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. • Reimagine onboarding through an AI-first lens. Deliver intelligent automation, guided configuration, and proactive error prevention. • 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 • CX mindset (bonus, not required). Experience shaping end-to-end onboarding journeys across product and human-assisted touchpoints • 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.

🏖️ Benefits

• Health insurance • 401(k) matching • Flexible work hours • Paid time off • Remote work options • Professional development opportunities