Territory Account Executive, District of Columbia
The Territory Account Executive role at Square is a field-driven position focused on engaging local businesses in the District of Columbia. As part of Square's high-impact field sales organization, this role is pivotal in bringing Square's mission of economic empowerment directly to businesses that need it most. The position requires spending approximately 80% of the week in the field, meeting businesses, conducting live demos, and closing deals with confidence.
Key responsibilities include leading the market with disciplined, in-person execution by engaging local businesses and driving 50–60 targeted business visits each week. The role involves running a full-cycle, self-sourced sales motion: generating leads, identifying needs, delivering compelling demos, and closing deals across Square's full product suite. Additionally, the executive will establish themselves as the go-to Square expert in the city by building strong, trust-based relationships with local sellers, ensuring a seamless onboarding experience, and implementing a disciplined referral strategy.
The ideal candidate will have 3+ years of sales experience in a full-cycle closing role with field sales experience. They should have a proven track record of exceeding sales targets, selling a diverse ecosystem of products, and closing complex deals. The ability to drive deals independently in a fast-paced, dynamic environment is essential, along with business development experience, including hunting and cold calling. Since this is a field position, reliable transportation and residency in the market being served are required. A collaborative and team-player mentality, along with prior Salesforce experience or equivalent, is also necessary.
Compensation for this role is market-based and varies depending on location. For the District of Columbia, the starting pay ranges from $123,400 to $223,100, including target variable compensation. Benefits include remote work options, medical insurance, flexible time off, retirement savings plans, and modern family planning support.
Square fosters a culture of high standards and continuous improvement, providing opportunities for professional growth and development. The company is committed to building a more inclusive economy and workplace, evaluating all employees and job applicants without regard to identity or any legally protected class.