Full-Time Principal Product Manager

• Toast built its reputation by delivering a world-class Point-of-Sale experience purpose-built for restaurants.
• Now, we're expanding our platform to serve a new and exciting audience: retail businesses.
• Toast is making a bold investment in this space—expanding to thousands of retail locations, starting with convenience stores, bottle shops, and grocers, with plans to extend into additional segments in the future.

• Define the Product Strategy: Set the vision and roadmap for Toast’s Retail POS, aligning with both platform capabilities and market needs.
• Lead Cross-Functional Execution: Partner with engineering, design, and analytics teams to build and deliver exceptional products, from discovery through launch and iteration.
• Bridge Teams and Verticals: Work closely with POS product teams and Retail LOB stakeholders to align on priorities, share insights, and ensure integrated decision-making.
• Understand the Customer: Conduct user research and gather input from sales, support, and retail customers to inform product direction.
• Drive Measurable Outcomes: Define success metrics and use data to evaluate performance, inform tradeoffs, and continuously improve.
• Communicate the Vision: Share plans, progress, and decisions clearly across stakeholders, including executive leadership, go-to-market teams, and customer-facing orgs.

• 10+ years of product management experience in B2B SaaS, ideally in POS, commerce platforms, or embedded payments.
• Experience launching and scaling new products or verticals from zero to one in dynamic, fast-paced environments.
• Proven ability to influence across teams, lead with clarity, and make data-informed decisions.
• Exceptional communication and stakeholder management skills—comfortable navigating between technical and business conversations.
• Strong product instincts, customer empathy, and bias for action.

• Experience in retail software or POS systems (including retail-specific workflows, compliance, or inventory management).
• Background in launching verticalized products across diverse customer segments.
• Familiarity with hardware integrations, mobile-first interfaces, or hybrid commerce models.
• Deep understanding of retail operations and store-level employee workflows.

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