About the role
Block - Careers - Mid-Market Account Manager Block logo News Impact AI Open Source Bitcoin Careers Builder Fellowship Investors SEE ALL JOBS ; Mid-Market Account Manager Apply Remote Chicago, IL, US Req ID: R0006389 Posted Date: 06/08/26 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's Strategic Account Management organization is seeking an experienced sales professional to drive growth and retention of Mid-Market accounts within our Retail vertical. This team partners with some of Square's most dynamic retail sellers — diverse businesses spanning specialty retail, home goods, health & beauty retail, and food & beverage retail. In this role, you'll serve as a trusted advisor to retail business owners and operators, helping them evaluate their tech stack and scale using Square's ecosystem. You Will Own and maintain relationships across a portfolio of ~175 mid-market retail sellers, driving account expansion, retention, and satisfaction Consult with business owners and operators to uncover opportunities across payments, business management, and banking tools Retain and grow portfolio through use-case expansion, cross-sell opportunities, and customized seller onboarding experiences Identify opportunities for technical Square solutions to address existing customer needs; project manage execution in collaboration with cross-functional teams Act as the voice of the customer, advocating for mid-market seller needs with Product, Engineering, and Operations teams Negotiate contracts for use-case expansion and retention of your sellers Deliver white-glove client service, ensuring resolution of seller issues Inform operations and program design for this segment at scale You Have 5+ years of experience in account management or sales, ideally within SaaS, payments, or POS technology Proven success growing and retaining a book of business Consistent over-performance on key metrics and revenue targets Strong discovery and consultative selling skills Experience in the retail industry preferred, but not required Technical solutioning skills, including