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Territory Account Executive, Boston

Block· 20249 S&M - Sales - Square Field Sales
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Hybrid (Boston, MA)$129k - $233.2k + bonusfull-timePosted 1mo ago

About the role

Territory Account Executive responsible for building pipeline, engaging local businesses, conducting live demos, and closing deals in a high-output field sales role in a major market (Boston). Focused on in-person execution, vertical specialization, and delivering Square’s omnichannel solutions to merchants.

Responsibilities

  • Spend ~80% of your week in the field — walking your territory, engaging local businesses, and driving 50–60 targeted business visits each week.
  • Run a full-cycle, self-sourced sales motion: generate leads, identify needs, deliver compelling demos, and close deals across Square's full product suite.
  • Build strong, trust-based relationships with local sellers by being present, reliable, and value-driven.
  • Partner cross-functionally to ensure a seamless onboarding experience and fast time-to-value for new sellers.
  • Implement a disciplined referral strategy to turn every new customer into future opportunities.
  • Develop a repeatable top-of-funnel engine through door-to-door outreach, community engagement, events, networking, and targeted partnerships.
  • Work with channel partners to generate a consistent, high-quality referral stream that grows over time.
  • Build deep expertise in key verticals — including restaurants, retail, and services — to diagnose challenges and position the right Square solutions.
  • Sell consultatively and competitively, staying proactive and strategic throughout the sales cycle.
  • Maintain strong operational rigor in Salesforce: track activity, manage pipeline, and forecast accurately.
  • Measure performance frequently and improve continuously.
  • Consistently exceed quota within a culture where high standards are the norm.

Qualifications

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

Skills

Required:Field salesSalesforceRelationship building
Nice to have:Vertical knowledge

Benefits

  • Remote work
  • medical insurance
  • flexible time off
  • retirement savings plans
  • modern family planning
  • Check out our other benefits at Block.
Last updated Sep 30, 2026. Interested? Apply on the company site.
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About Block

Block builds technology to increase access to the global economy.

Made up of Square, Cash App, Afterpay, TIDAL, Bitkey, and Proto, Block, Inc. builds technology to increase access to the global economy.

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