Nearly every company in the world runs on custom software: Gartner estimates that up to 50% of all code is written for internal use. This is the operational software for refunding orders, underwriting loans, onboarding employees, analyzing transactions, and providing customer support. But most companies don’t have adequate resources to properly invest in these tools, leading to a lot of old and clunky internal software or, even worse, users still stuck in manual and spreadsheet flows.

At Retool, we’re on a mission to bring good software to everyone. We’re building a new type of development platform that combines the benefits of traditional software development with a drag-and-drop UI editor and AI, making it dramatically faster to build internal tools. We believe that the future of software development lies in abstracting away the tedious and repetitive tasks developers waste time on, while creating reusable components that act as a force multiplier for future developers and projects. The result is not just productivity, but good software by default. And that’s a mission worth striving for.

Today, our customers span from small startups building their first operational tools to Fortune 500 companies building mission-critical apps for thousands of users across their business. Interested in joining us? Let us know!

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 rolefor 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

Retool offers generous benefits to all employees and hybrid work location. For more information, please visit the benefits and perks section of our careers page!

Retool is currently set up to employ all roles in the US and specific roles in the UK and Mexico. To find roles that can be employed in the UK and Mexico, please refer to our careers page and review the indicated locations.

See more open positions at Retool

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