Vice President, Enterprise Sales

<p>Toast creates technology to help restaurants and local businesses succeed in a digital world, helping business owners operate, increase sales, engage customers, and keep employees happy.</p> <p>As the<strong> Vice President of Enterprise Sales</strong>, you will lead the strategy and execution of Toast’s most complex go-to-market (GTM) engine across Enterprise and Mid-Market divisions—spanning hotels, sports &amp; entertainment, and global restaurant brands. A critical focus of this role is accelerating our expansion into the Quick-Service Restaurant (QSR) and drive-through segments.</p> <p>Reporting directly to the Chief Operating Officer of Enterprise, you will leverage AI-driven insights and rigorous sales methodologies to transform our motion into a world-class, process-driven organization. You will bridge the gap between brand promise and operational delivery at massive scale, navigating multi-year C-suite negotiations with iconic global brands.</p> <p><strong>A day in the life (Responsibilities)&nbsp;</strong></p> <ul> <li><strong>C-Suite Engagement: </strong>Build trusted, collaborative relationships with global enterprise executives, backed by a disciplined, repeatable sales process.</li> <li><strong>GTM Strategy &amp; Innovation:</strong> Direct the go-to-market strategy for Toast's newest hardware and software solutions, positioning our platform as the partner of choice for high-volume, multi-unit brands.</li> <li><strong>Sales Motion Modernization:</strong> Audit and optimize current sales cycles to increase velocity, driving measurable operational efficiency and consistency across all enterprise segments.</li> <li><strong>AI-Powered Operations: </strong>Introduce and scale predictive, machine-learning-powered forecasting tools to replace manual projections with data-validated insights.</li> <li><strong>Product &amp; Engineering Partnership: </strong>Collaborate with Product and Engineering leadership to translate complex, enterprise-level partner requirements into a scalable, repeatable product roadmap.</li> <li><strong>Industry Representation:</strong> Represent Toast across the enterprise sector, engaging at key industry forums and cultivating strategic partnerships to solidify our market leadership.</li> </ul> <p><strong>What you'll need to thrive (Requirements)</strong></p> <ul> <li><strong>Executive Leadership:</strong> Demonstrated track record leading high-performing enterprise GTM organizations capable of closing complex, large-scale annual contract value ($100M+ ACV) agreements with household-name brands.</li> <li><strong>GTM Evolution:</strong> Proven ability to mature an organization's go-to-market