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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. You will spend most of your week out in the market — meeting businesses, conducting live demos, and closing deals with confidence. The pace is fast, the expectations are high, and your ability to operate strategically and decisively will determine your success. You will serve as Square's presence and competitive advantage in one of our highest-opportunity markets — responsible for building pipeline from the ground up, elevating Square's visibility in your community, establishing high-value partnerships, and helping local businesses grow through our ecosystem of industry-leading software and hardware.
Job Responsibility:
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)