About the role
Block - Careers - Director of Field Sales - NYC Block logo News Impact AI Open Source Bitcoin Careers Builder Fellowship Investors SEE ALL JOBS ; Director of Field Sales - NYC Apply Remote Newark, NJ, US Req ID: R0006397 Posted Date: 08/03/26 Posted 2 days ago Apply Job Details Apply 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 Square is looking for a driven, entrepreneurial sales leader to scale our Field Sales organization across the Northeast Region. This is a high-impact role for a builder who combines startup scrappiness with operational discipline—someone who thrives on competition, inspires performance, and transforms promising teams into durable growth engines. You will lead Sales Managers and Territory Account Executives focused on acquiring and expanding small and midsize businesses across key Northeast markets. You'll set strategy, drive execution, and foster a culture that's fast, focused, and fiercely competitive—all while serving as a product expert who deeply understands and champions the Square ecosystem. This is an opportunity to take a growing field organization and build it into a scalable, high-performing regional powerhouse that delivers consistent, measurable impact. You Will Scale with purpose: Strengthen and expand the Northeast Field Sales organization by refining territory models, optimizing go-to-market plans, and instilling operational rigor. Drive to win: Build a culture grounded in performance, accountability, and competitiveness—where teams are motivated to exceed targets and celebrate excellence. Lead from the front: Spend meaningful time in the field—co-selling, coaching, and demonstrating product fluency through action. Be a product expert: Master Square's ecosystem end-to-end and ensure your teams sell consultatively—connecting product capabilities to seller outcomes. Execute with speed and precision: Drive predictable, data-backed growth by managing pipeline health, conversion rates, and sales productivity. Think like a builder: Continuously improve systems, tools, and playbooks to help