The Role
Square is building a best‐in‐class, high‐impact field sales organization, and we are looking for an exceptional Field Sales 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.
You Will 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.
You Have
* 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)
* Reliable transportation and residence in the market you are serving (field position)
* A collaborative and team‐player mentality
* Prior Salesforce experience or equivalent
* 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)
Block is a proud equal opportunity employer. We work hard to evaluate all employees and job applicants consistently, without regard to identity or other legally protected class. We believe in being fair, and are committed to an inclusive interview experience, including providing reasonable accommodations to disabled applicants throughout the recruitment process.
Remote work, medical insurance, flexible time off, retirement savings plans, and modern family planning are just some of our offering.
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