Territory Account Executive, Baltimore

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

This role is for a Territory Account Executive at Block (formerly Square) in Baltimore. The primary focus is on field sales, generating leads, conducting demos, and closing deals for Square's suite of financial and business management software and hardware solutions. The role requires building pipeline from scratch, establishing local partnerships, and achieving sales targets within a specific territory. It is a full-cycle, self-sourced sales position with a strong emphasis on in-person execution and relationship building with local businesses.

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
  • consistently exceeds expectations
  • exceeds quota
  • high standards