Territory Account Executive

Responsibilities

• Spend approximately 80% of the week in the field, walking the territory, engaging local businesses, and conducting 50–60 targeted visits per week.
• Own the full-cycle, self-sourced sales process: generate leads, identify needs, deliver product demonstrations, and close deals across Square’s software and hardware portfolio.
• Build trusted relationships with local sellers and serve as the local Square expert.
• Partner cross-functionally to support seamless onboarding and rapid time-to-value.
• Establish referral strategies and develop partnerships that generate qualified opportunities.
• Build pipeline through door-to-door outreach, community engagement, events, networking, and targeted partnerships.
• Develop expertise in restaurants, retail, and services, diagnose business challenges, and recommend appropriate solutions.
• Maintain Salesforce activity, pipeline, and forecasting data accurately.
• Consistently achieve and exceed sales quota.

Requirements

• 3+ years of sales experience in a full-cycle closing role, including field sales.
• Demonstrated success exceeding sales targets, selling diverse product ecosystems, and closing complex deals.
• Ability to independently manage deals in a fast-paced environment.
• Business development experience, including prospecting and cold calling.
• Reliable transportation and residence in the served market.
• Collaborative, team-oriented approach.
• Salesforce experience or equivalent.

Nice-to-haves

• 2+ years of experience in payment processing or related technology, such as payroll, loyalty, or time management.
• 1+ year of experience working in or selling to restaurants, retailers, or service businesses.

Compensation and Benefits

• Benefits include remote work, medical insurance, flexible time off, retirement savings plans, and modern family planning benefits.