Territory Account Executive, Toronto

Block Block · Fintech · ON - Toronto, CA · 20249 S&M - Sales - Square Field Sales

Block (Square) is hiring a Territory Account Executive in Toronto to sell their integrated omnichannel software and hardware solutions to businesses. This field-driven role involves building pipeline from scratch, conducting demos, closing deals, and establishing strong relationships with local sellers. The focus is on driving economic empowerment for businesses through Square's ecosystem.

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, 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 and live in the market you are serving
  • Collaborative and team player mentality
  • Salesforce experience or equivalent

What the JD emphasized

  • must have reliable transportation and live in the market you are serving