Territory Account Executive, Dmv Metro

Block Block · Fintech · MD · Remote · 20249 S&M - Sales - Square Field Sales

This role is for a Territory Account Executive in the DMV Metro area for Block (Square). The primary focus is on field sales, driving business development, generating pipeline, and closing deals for Square's ecosystem of software and hardware solutions. The role requires a strong sales background, ability to work independently in a fast-paced environment, and a focus on achieving sales targets within the fintech domain.

What you'd actually do

  1. Spend ~80% of your week in the field — walking your territory, engaging local businesses, and driving 50–60 targeted business visits each week.
  2. Run a full-cycle, self-sourced sales motion: generate leads, identify needs, deliver compelling demos, and close deals across Square’s full product suite.
  3. Build strong, trust-based relationships with local sellers by being present, reliable, and value-driven.
  4. Develop a repeatable top-of-funnel engine through door-to-door outreach, community engagement, events, networking, and targeted partnerships.
  5. Maintain strong operational rigor in Salesforce: track activity, manage pipeline, and forecast accurately.

Skills

Required

  • 3+ years of sales experience
  • Full cycle closing experience
  • Field sales experience
  • Exceeding sales targets
  • Closing complex deals
  • Independent deal driving
  • Fast-paced environment adaptability
  • Business development
  • Hunting and cold calling
  • Reliable transportation
  • Collaborative mentality
  • Team player mentality
  • Salesforce experience or equivalent

Nice to have

  • 2+ years of payment processing OR related technology experience
  • 1+ years of relevant audience experience (restaurants, retailers, services)

What the JD emphasized

  • 3+ years of sales experience in a full cycle closing role with field sales experience
  • Experience exceeding sales targets
  • Ability to drive deals independently in a fast-paced, dynamic environment
  • Business development experience (e.g. hunting and cold calling)