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Square is seeking a Territory Account Executive to lead field sales in the San Jose area, with territory flexibility in Riverside, Corona, or San Bernardino. This is a full-cycle, field-driven sales role focused on building pipeline from the ground up and closing deals across Square's integrated commerce platform.
You will spend approximately 80% of your week in the field conducting 50–60 targeted business visits weekly. Your responsibilities include generating leads through door-to-door outreach, community engagement, and networking; delivering live product demos; closing deals independently; and establishing yourself as the go-to Square expert in your market. You'll work across Square's full product suite—payments, point-of-sale software, inventory management, buy-now-pay-later, appointment booking, loyalty programs, payroll, and embedded financial services.
Key focus areas include building strong, trust-based relationships with local sellers; developing deep expertise in key verticals (restaurants, retail, services); implementing disciplined referral strategies to convert customers into future opportunities; and partnering cross-functionally to ensure seamless onboarding and fast time-to-value.
You will maintain operational rigor in Salesforce, track activity meticulously, manage pipeline forecasting, and consistently exceed quota in a high-accountability culture. Success requires disciplined execution, strategic thinking, and the ability to operate independently in a fast-paced, dynamic environment.
Required qualifications: 3+ years of full-cycle field sales experience with a track record of exceeding targets; experience selling diverse product ecosystems and closing complex deals; proven business development skills (hunting, cold calling); reliable transportation and willingness to live in your assigned market; collaborative team mentality; and Salesforce experience or equivalent.
Preferred: 2+ years in payment processing or related fintech (payroll, loyalty, time management); 1+ years selling to or working in restaurants, retail, or services businesses.
