About the role
Block - Careers - Territory Account Executive, Boston Block logo News Impact AI Open Source Bitcoin Careers Builder Fellowship Investors SEE ALL JOBS ; Territory Account Executive, Boston Apply Remote Boston, MA, US Req ID: R0006712 Posted Date: 06/23/26 Posted yesterday 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 Territory Account Executive to join our newly established field sales organization. Our goal is to bring a local experience to our Sellers (aka customers/merchants) everywhere. You will engage with our Sellers in a relevant and authentic way, demonstrate Square’s mission of economic empowerment and provide a truly local presence. This individual contributor sales role will work with restaurants, retailers and service based businesses in our largest and highest potential markets. THIS IS A HUNTER AND FIELD BASED SALES ROLE. You will build a vision and strategy plan for winning market share in your city. You will collaborate to create a build top of funnel leads, referrals, connect with local partners, attend/host local events within your community to generate new business, kickstarting the flywheel and build Square’s brand awareness within your city. This role requires excellent communication skills, persistence, and a strong ability to build rapport with sellers to negotiate and close complex deals both remotely and in person. You Will Sell into your market in-person. You will sell face to face 80% of the time to source leads, perform discovery and demos to generate interest and close deals selling our Square ecosystem Get to know the active Square Sellers within your community - keep a pulse on their account health and partner with account management and customer support, and generate referrals Engage and partner with onboarding teams to ensure Sellers are implemented successfully Build a sustainable, top of funnel pipeline through a combination of tactics - walking your city and performing 50-60 drop-ins a week to prospective sellers, create a referral channel with active Square sellers, strategic partnerships or local community associations Develop a strong on-hands skill of demo and onboarding of Square hardware and software solutions Work with our channel sales team to identify complementary partners in your market for referrals and build that referral channel Cultivate a deep understanding of the business and technology needs of our primary vertical markets (restaurants, retail and services) Achieve and exceed monthly sales goals and key performance indicators (KPIs) - we are big on metrics Utilize Salesforce to track, monitor, and report on sales activities, pipeline status, and outcomes You Have 2+ years of sales experience in a full cycle closing role with direct field sales experience Experience exceeding sales targets, selling a diverse ecosystem of products, and closing complex deals Ability to drive deals independently in a fast-paced, dynamic environment Business development experience (e.g. hunting and cold calling) Since this is a field position, you must have reliable transportation and live in or near the market you are serving A collaborative and team player mentality Prior Salesforce experience or equivalent Even better: 2+ years of payment processing OR related technology (i.e. payroll, loyalty, time management) 1+ years of relevant audience experience (experience working in/selling to restaurants, retailers or services based businesses) Pay Transparency Block takes a market-based approach to pay, and pay may vary depending on your location. U.S. locations are categorized into one of four zones based on a cost of labor index for that geographic area. The successful candidate's starting pay will be determined based on job-related skills, experience,