Territory Field Sales Executive

Square; San Jose (CA); On-site; USD 155,000 - 233,000; Full time

Benefits offered by this job

Remote work options

Medical insurance

Flexible time off

Retirement savings plans

Family planning

Job summary

Square is seeking a Territory Account Executive to own a market, spend substantial time in the field, and drive end-to-end sales of Square’s ecosystem to local businesses in your territory. You will build pipeline, close deals, and grow brand presence through demos, partnerships, and strategic outreach.

Ideal candidates have 3+ years in field sales, proven quota attainment, and the ability to operate independently in a fast-paced environment.

Qualifications

• 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.
• Even better: 2+ years of payment processing OR related technology (i.e. payroll, loyalty, time management).
• 1+ years of relevant audience experience (restaurants, retailers or services-based businesses).

Responsibilities

• Spend ~80% of your week in the field—visiting local businesses and driving 50–60 targeted visits weekly.
• Run a full-cycle, self-sourced sales motion: generate leads, identify needs, deliver demos, and close deals across Square’s product suite.
• Build trust-based relationships with local sellers and ensure smooth onboarding with cross-functional teams.
• Develop a repeatable top-of-funnel engine through door-to-door outreach, events, and partnerships.
• Sell with depth in key verticals (restaurants, retail, services) and position Square solutions effectively.
• Maintain rigorous Salesforce activity, manage pipeline, and forecast accurately.
• Consistently exceed quota within a high-standard, performance-driven culture.

Skills

Sales experience

Full-cycle closing

Field sales

Business development

Sales strategy

Salesforce experience

Driver's license

Team player

Industry knowledge

Tools

Salesforce

Job description

Square is seeking a Territory Account Executive to own a market, spend substantial time in the field, and drive end-to-end sales of Square’s ecosystem to local businesses in your territory. You will build pipeline, close deals, and grow brand presence through demos, partnerships, and strategic outreach.

Ideal candidates have 3+ years in field sales, proven quota attainment, and the ability to operate independently in a fast-paced environment.