About the Role
Square is building a best-in-class, high-impact field sales organization, and we are looking for an exceptional Territory Account Executive — someone who consistently exceeds expectations, takes full ownership of their territory, and brings Square's mission of economic empowerment directly to the businesses that need it most. This is a field-driven, execution-focused role designed for individuals who thrive in dynamic, demanding environments.
Responsibilities
Lead your market with disciplined, in-person execution
•Spend ~80% of your week in the field — walking your territory, engaging local businesses, and driving 50–60 targeted business visits each week.
•Run a full-cycle, self-sourced sales motion: generate leads, identify needs, deliver compelling demos, and close deals across Square's full product suite.
Establish yourself as the go-to Square expert in your city
•Build strong, trust-based relationships with local sellers by being present, reliable, and value-driven.
•Partner cross-functionally to ensure a seamless onboarding experience and fast time-to-value for new sellers.
•Implement a disciplined referral strategy to turn every new customer into future opportunities.
Build a high-velocity pipeline from the ground up
•Develop a repeatable top-of-funnel engine through door-to-door outreach, community engagement, events, networking, and targeted partnerships.
•Work with channel partners to generate a consistent, high-quality referral stream that grows over time.
Master your verticals and sell with precision
•Build deep expertise in key verticals — including restaurants, retail, and services — to diagnose challenges and position the right Square solutions.
•Sell consultatively and competitively, staying proactive and strategic throughout the sales cycle.
Achieve exceptional results in a high-accountability environment
•Maintain strong operational rigor in Salesforce: track activity, manage pipeline, and forecast accurately.
•Measure performance frequently and improve continuously.
•Consistently exceed quota within a culture where high standards are the norm.
Requirements
•3+ years of sales experience in a full cycle closing role with 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 the market you are serving
•A collaborative and team player mentality
•Prior Salesforce experience or equivalent
Nice to Have
•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)
Benefits
Remote work, medical insurance, flexible time off, retirement savings plans, and modern family planning are just some of our offering.
