Vice President, North America Sales

ABOUT THE ROLE We’re looking for a VP of North America Sales to build and lead Retool’s sales motion across the US. You’ll own revenue targets, coach and scale a team of managers and Account Executives, and shape the systems and discipline needed to support our next phase of growth—especially as we continue to gain traction with mid-market and enterprise customers. This is a hands-on leadership role for a sales leader who wants real ownership. You’ll be deeply involved in sales execution, forecasting, and deal strategy, while also building the foundation for a durable, repeatable GTM motion. You’ll stay close to the field, partner tightly with the CEO and GTM leadership, and help turn momentum into predictable, scalable growth. IN THIS ROLE, YOU WILL: Build & Lead the Sales Organization Build and lead Retool’s North America sales team, including hiring, onboarding, coaching, and performance management Set clear expectations around discovery quality, deal control, and closing discipline Develop and scale top-performing AEs through structured coaching, feedback, and accountability Hire thoughtfully as the team grows, raising the bar with every addition Revenue Ownership & Execution Own new logo revenue performance and forecasting across North America Maintain disciplined pipeline visibility and forecast accuracy Stay close to active deals, especially complex or high-impact enterprise opportunities Optimize win rates, deal velocity, and pipeline coverage (in close partnership with Alice and Julian) Run focused, high-impact deal reviews that materially improve outcomes Scaling What Works Reinforce and evolve the sales motions, messaging, and behaviors already driving results Establish repeatable GTM frameworks that scale across growth, mid-market, and enterprise segments Design and execute territory and coverage models to expand Retool’s footprint Build sales enablement materials (objection handling, battlecards, playbooks) that improve consistency and performance Identify where process adds leverage—and where it slows teams down Cross-Functional Leadership Partner closely with Product and Marketing to align launches, campaigns, and GTM priorities Work with Growth, RevOps, and Product to tighten the feedback loop and improve conversion across the funnel Represent the voice of the customer in shaping Retool’s sales strategy and influencing the product roadmap THE SKILLSET YOU’LL BRING: Experience leading high-performing SaaS sales teams in mid-market and/or enterprise segments A proven track record of owning revenue targets, forecasting accurately, and scaling sales motions Experience building GTM playbooks and expanding into new regions or segments Strong analytical and problem-solving skills, with a data-driven approach to decision-making Exceptional coaching ability, with a reputation for developing talent through structure and accountability Strong cross-functional leadership skills, aligning Product, Marketing, RevOps, and Customer Success around shared goals Comfort navigating ambiguity and creating clarity in fast-moving, high-growth environments Bonus: experience selling developer tools, AI-powered products, or product-led growth offerings