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[Remote] Principal Product Manager, POS Ordering

Work from home Full-time role Hiring

Note: The job is a remote job and is open to candidates in USA. Toast is a company focused on building a restaurant platform that empowers restaurants to thrive. They are seeking a Principal Product Manager for their POS Ordering team, responsible for owning the product strategy and driving innovation in the ordering workflow to enhance the experience for restaurant operators and guests.

Responsibilities

  • Own the end-to-end POS Ordering product strategy — maintaining the reliability and performance of a product that millions of restaurant workers depend on daily, while identifying and driving the next meaningful bets that differentiate Toast's ordering experience. Define what "healthy" looks like across quality, performance, and operational metrics, and build the systems to stay ahead of issues before they become customer problems
  • Drive innovation in the ordering workflow: identify the highest-leverage opportunities to improve speed, flexibility, and intelligence in how restaurants take orders — including how workflows, needs, and patterns differ meaningfully across cuisines and restaurant sub-segments — and use that lens to identify where a more tailored approach unlocks meaningfully better outcomes for operators and guests
  • Develop and maintain a clear point of view on the role AI plays in POS Ordering — staying closely connected to AI exploration happening across Toast, identifying where emerging capabilities apply to this domain, and ensuring the roadmap reflects the right bets at the right time
  • Work directly with restaurant operators — from independent owners to large enterprise groups — to deeply understand how ordering workflows actually run under real-world pressure, and translate those insights into product decisions that scale across the whole market
  • Navigate a high-traffic domain: POS Ordering is a surface that many R&D teams want to build in and contribute to. This role is the expert and the connective tissue — providing guidance on what belongs here and why, helping partner teams understand the domain deeply, and connecting the dots across workstreams so the ordering experience stays coherent and intentional as it evolves

Skills

  • Proven experience owning a complex, operationally critical product at scale — you understand what it means to be responsible for something that can't go down, while still driving meaningful forward progress and making tough calls about what gets prioritized now versus later
  • Ability to think in segments: you understand that 'restaurants' is not a monolith, and you can identify where sub-segment or cuisine-specific needs warrant differentiated product investments — and where a platform approach serves everyone better
  • Curiosity and a point of view on AI — not necessarily leading an AI roadmap, but specific, grounded thinking about where intelligence and automation create real value in operational workflows versus where they add friction or risk
  • Deep customer instincts: you're drawn to time in restaurants, you build relationships with operators, and you bring customer reality into every prioritization conversation — not just as a talking point, but as a genuine input
  • Track record of effective cross-functional partnership in large, complex organizations — you build trust with engineering, design, and peer PMs, communicate with clarity across levels, and know how to provide expertise and guidance in a domain where many teams want to build, without becoming a bottleneck
  • Bread puns encouraged but not required

Benefits

  • Competitive compensation and benefits programs
  • Cash compensation (overtime, bonus/commissions if eligible)
  • Equity
  • Benefits
  • Flexibility to meet Toasters’ changing needs
  • Hybrid work model that fosters in-person collaboration while valuing individual needs
  • Reasonable accommodations for persons with disabilities to enable them to access the hiring process

Company Overview

  • Toast is a point-of-sale and restaurant management platform designed for businesses in the food service and hospitality industry. It was founded in 2011, and is headquartered in Boston, Massachusetts, USA, with a workforce of 1001-5000 employees. Its website is https://pos.toasttab.com.
  • Company H1B Sponsorship

  • Toast has a track record of offering H1B sponsorships, with 3 in 2026, 26 in 2025, 32 in 2024, 39 in 2023, 66 in 2022, 29 in 2021, 17 in 2020. Please note that this does not guarantee sponsorship for this specific role.
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