Territory Account Executive, New Haven

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

This role is for a Territory Account Executive at Block (formerly Square) focused on selling their suite of financial and business management tools to local businesses. The role involves significant field sales, pipeline generation, and closing deals across Square's product ecosystem, with a focus on verticals like restaurants, retail, and services. It requires a strong sales background, self-motivation, and the ability to build relationships and drive revenue in a designated territory.

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. Consistently exceed quota within a culture where high standards are the norm.

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
  • 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
  • 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

  • full cycle closing role
  • field sales experience
  • exceeding sales targets
  • closing complex deals
  • drive deals independently
  • Business development experience
  • door-to-door outreach