Director of Sales Commercialization, Toast

• Bachelor’s degree in Business, Marketing, Operations, or related field (or equivalent experience)
• 5+ years of experience in program management, revenue strategy, sales operations, or go-to-market leadership
• Proven experience owning and operating multiple concurrent initiatives or programs at scale
• Demonstrated ability to influence senior stakeholders and drive decisions at the executive level
• Strong ability to navigate ambiguity, create clarity, and put a stake in the ground despite barriers

Desirable

• The Director, Sales Commercialization plays a dual role as operator and architect of Toast’s market-facing innovation engine
• You will lead a pilot sales team that tests new products, pricing, and revenue levers in the market—rapidly validating ideas and unlocking scalable growth
• You will also build and own the infrastructure behind this work, partnering cross-functionally to define how opportunities are selected, prioritized, and tested—establishing the systems and governance that power a high-velocity portfolio of innovation and GTM strategies
• Operating at the intersection of Sales, Product, & Marketing, you ensure resources are focused on the highest-impact opportunities—turning strong hypotheses into scaled revenue
• Mission Roadmapping: Evolve the team’s mission and org design to maximize revenue levers, coordinating planning and resourcing to scale with Toast’s growth
• Commercialization Strategy: Architect the long-term vision for product validation, aligning the testing roadmap with growth targets to fuel the core P&L
• Scalable Playbooks: Standardize frameworks, systems, and tools to build a world-class "Center of Excellence" for consistent, repeatable experimentation
• Executive Decision-Making: Drive high-stakes decisions by delivering high-impact readouts and managing the decision engine for the SLT and GTM leaders
• Experimentation Governance: Establish rigorous decision frameworks, stage-gates, and escalation paths to manage risk and ensure objective pilot evaluation
• Data Strategy: Define and own the metrics and tracking systems that turn pilot data into actionable insights for executive decision-making
• People Leadership: Recruit and develop a high-performing team of sales and ops professionals, fostering a "fail fast, learn faster" culture
• Strategic Influence: Serve as a core GTM leader, translating field insights into long-term strategic investments for the multi-year roadmap