Remote Territory Account Executive – Field Sales Leader

Square; Newark (NJ); On-site; USD 155,000 - 233,000; Full time

Benefits offered by this job

Remote work

Medical insurance

Flexible time off

Retirement savings plans

Modern family planning

Job summary

Square is building a best-in-class field sales organization and seeking a Territory Account Executive to own a defined market. You will spend most of your time in the field, meeting businesses, delivering live demos, and closing deals with confidence across Square’s product suite.

Ideal candidates have 3+ years in full-cycle field sales, a proven track record of exceeding targets, and the ability to drive deals 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; 1+ years of audience experience in restaurants, retailers or services-based businesses

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 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
• 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
• 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

Skills

Field sales

Full cycle sales

Pipeline building

Targeted prospecting

Salesforce

Tools

Salesforce

Job description

Square is building a best-in-class field sales organization and seeking a Territory Account Executive to own a defined market. You will spend most of your time in the field, meeting businesses, delivering live demos, and closing deals with confidence across Square’s product suite.

Ideal candidates have 3+ years in full-cycle field sales, a proven track record of exceeding targets, and the ability to drive deals independently in a fast-paced environment.