Enterprise Sales Lead, US

Since we opened our doors in 2009, the world of commerce has evolved immensely, and so has Square. After enabling anyone to take payments and never miss a sale, we saw sellers stymied by disparate, outmoded products and tools that wouldn’t work together. So we expanded into software and started building integrated, omnichannel solutions – to help sellers sell online, manage inventory, offer buy now, pay later functionality, book appointments, engage loyal buyers, and hire and pay staff. Across it all, we’ve embedded financial services tools at the point of sale, so merchants can access a business loan and manage their cash flow in one place. Afterpay furthers our goal to provide omnichannel tools that unlock meaningful value and growth, enabling sellers to capture the next generation shopper, increase order sizes, and compete at a larger scale. Today, we are a partner to sellers of all sizes – large, enterprise-scale businesses with complex operations, sellers just starting, as well as merchants who began selling with Square and have grown larger over time. As our sellers grow, so do our solutions. There is a massive opportunity in front of us. We’re building a significant, meaningful, and lasting business, and we are helping sellers worldwide do the same. The Role As an Enterprise Sales Lead, US , you will lead and develop a team of Enterprise Account Executives responsible for winning Square's most strategic sellers and partner with enterprise sales leadership to shape our next stage of growth. This is a leadership role for a proven enterprise sales leader who can set strategy, raise execution standards, coach complex deals, and build a high-performing team. You will be accountable for enterprise pipeline, deal quality, forecast discipline, and revenue outcomes across a focused set of high-value prospects and sellers. You’ll lead and develop Enterprise Account Executives while staying close to the most strategic opportunities. You’ll partner deeply with Solutions Engineering, Product, Partnerships, Legal, Finance, Marketing, Customer Success, and sales leadership to bring the full Square ecosystem to market. This is a hands-on people leadership role for someone who has built and scaled high-performing enterprise sales teams in a market where commerce, payments, software, data, and AI are converging. You'll bring the judgment of an experienced sales leader, the technical curiosity to sell a platform, and the operating discipline to turn an emerging motion into a repeatable business. You Will • Build and coach a high-performing enterprise team: Hire, develop, and lead Enterprise Account Executives through clear expectations, deal coaching, pipeline inspection, direct feedback, and accountability for results. Raise talent density and set the performance standard for enterprise selling at Square. • Generate enterprise pipeline: Build a repeatable pipeline-generation motion with Sales Development, Marketing, and Partnerships, combining targeted outbound prospecting, executive engagement, and account-based programs. Own pipeline coverage, not only pipeline inspection. • Deliver new enterprise acquisition outcomes: Be accountable for pipeline creation, new enterprise seller wins, revenue, and forecast accuracy, and partner with implementation and account teams to turn signed agreements into successful launches and sustained processing volume. • Establish a rigorous operating cadence: Create consistent rhythms for pipeline reviews, forecast calls, account planning, deal inspection, and performance management, and hold the team to a high standard of accuracy and preparation in each. • Own account prioritization and coverage: Partner with enterprise sales leadership to translate enterprise priorities into account and territor