Territory Account Executive, District of Columbia

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

This role is for a Territory Account Executive at Block (Square) focused on selling their integrated suite of financial and business management software and hardware solutions to businesses. The role involves full-cycle sales, from lead generation to closing deals, with a strong emphasis on field execution, building relationships, and achieving sales targets within a specific territory. It is a product-focused role within the fintech domain, aiming to help businesses grow.

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. Build deep expertise in key verticals — including restaurants, retail, and services — to diagnose challenges and position the right Square solutions.

Skills

Required

  • 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)
  • reliable transportation
  • live in the market you are serving
  • collaborative and team player mentality
  • Prior Salesforce experience or equivalent

Nice to have

  • 2+ years of payment processing OR related technology (i.e. payroll, loyalty, time management)
  • 1+ years of relevant audience experience (experience working in/selling to restaurants, retailers or services based businesses)

What the JD emphasized

  • exceeds expectations
  • takes full ownership of their territory
  • consistently exceeds expectations
  • takes full ownership of their territory
  • exceeds quota