Head of Sales, North America

Back to jobs New Head of Sales, North America New York, NY; San Francisco, CA Apply ABOUT RETOOL Nearly every company in the world runs on custom software for critical operations like tracking performance metrics, handling customer support workflows, building admin dashboards, and countless other processes you might not have even thought of. 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 building the first enterprise AppGen platform: software that transforms natural language into production-ready code, integrates directly with business data, and meets the highest standards of security and governance. AI is redefining what it means to build software—and who gets to build it. The definition of “developer” now includes analysts, operators, and domain experts creating solutions directly. As the pool of builders widens, so does the complexity of what they need to build. The opportunity is enormous, but so is the challenge of enabling this larger community to build production-grade software safely. That means AI that understands real business data, enforces enterprise policies automatically, and empowers teams to create once and reuse everywhere with shared, trusted components. Over 100 million hours of work has been automated by developers and domain experts using our platform, freeing them to focus on creative problem-solving and strategic initiatives that drive real business value. The people closest to knowing what needs to be built can now safely create custom solutions within enterprise guardrails. And that's a mission worth striving for. Let's build the future together! WHY WE’RE LOOKING FOR YOU: Retool is redefining how enterprises build software—AI-powered, developer-first, and enterprise-grade. As we expand more deeply into complex, global organisations, we’re seeking an accomplished sales leader to scale and elevate our business across North America. This is a hands-on leadership role where you’ll be building and coaching a team of Account Executives responsible for closing multi-threaded, six- and seven-figure deals. You’ll work directly with some of the most forward-thinking technical teams in the world, helping them adopt Retool as their application layer for AI. It’s a rare opportunity to join a high-growth company at a pivotal stage. You’ll shape our enterprise motion, refine how we sell, and develop the next generation of top-performing sellers. WHAT YOU’LL DO:  As the Head of Sales for North America, you’ll take our growing startup to the next stage of scale. You’ll build and lead a high-performing sales org, refine our GTM playbook, and drive new revenue growth. This is an opportunity to shape the future of a fast-moving company and play a key role in defining how we win in the market. You’ll work cross-functionally to refine sales plays, expand into new verticals, and improve win rates, while building a repeatable hiring and coaching framework that scales the team and drives consistent success. WHO YOU’LL WORK WITH: You’ll partner closely with Marketing, TCX, and Product to create a seamless customer experience. You’ll also partner with Sales leadership across Sales Engineering, Operations, and Sales Development to shape the future of enterprise sales at Retool. IN THIS ROLE, YOU WILL: Own the North America revenue number and build the strategy to consistently exceed it quarter after quarter Define and evolve our segmentation strategy, coverage model, and GTM motion based on rigorous analysis of what's actually working Partner closely with Marketing, TCX, and Product to create a seamless customer experience Recruit, develop, and retain exceptional sales talent who thrive in our high-performance, high-curiosity culture Design compensation plans, career paths, and enablement programs that attract A-players and help them do the best work of their career Create a coaching culture where managers develop their people as consistently as they manage their numbers Build scalable sales motions that maintain our high-touch customer experience as we grow Get your hands dirty. Model the behaviors you want to see, whether that's running a critical deal, shadowing a struggling rep, or rebuilding a territory plan THE SKILLSET YOU’LL BRING: 15+ years in B2B software sales with 8+ years leading sales teams at scale Proven experience building and scaling sales organizations through significant growth phases Track record of consistently hitting or exceeding revenue targets in competitive markets Experience selling technical products to technical buyers, ideally developer tools, infrastructure, or platform software Strategic thinker who can zoom out to see market trends and zoom in to diagnose a stuck deal Natural coach who develops people by making them better thinkers, not just better executors Exceptional communicator who can translate complex ideas simply and rally teams around a clear vision Comfortable with ambiguity, you build the bridge while walking across it For candidates based in San Francisco, the pay range(s) for this role is listed below and represents base salary range for non-commissionable roles or on-target earnings (OTE) for commissionable roles. This salary range may be inclusive of several career levels at Retool and will be narrowed during the interview process based on a number of factors such as (but not limited to), scope and responsibilities, the candidate’s experience and qualifications, and location.  Additional compensation in the form(s) of equity, and/or commission/bonuses are dependent on the position offered. Retool provides a comprehensive benefit plan, including medical, dental, vision, and 401(k). Pay and benefits are subject to change at any time, consistent with the terms of any applicable compensation or benefit plans. San Francisco $500,000 - $650,000 USD For candidates based in New York, the pay range(s) for this role is listed below and represents base salary range for non-commissionable roles or on-target earnings (OTE) for commissionable roles. This salary range may be inclusive of several career levels at Retool and will be narrowed during the interview process based on a number of factors such as (but not limited to), scope and responsibilities, the candidate’s experience and qualifications, and location.  Additional compensation in the form(s) of equity, and/or commission/bonuses are dependent on the position offered. Retool provides a comprehensive benefit plan, including medical, dental, vision, and 401(k). Pay and benefits are subject to change at any time, consistent with the terms of any applicable compensation or benefit plans. New York $500,000 - $650,000 USD 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. 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