Territory Account Executive, Philadelphia, PA

Block•Philadelphia, PA
•$128,960 - $233,168•Onsite

About The Position

Square is seeking a Territory Account Executive to represent the company in the Philadelphia market and help local businesses grow through Square’s software and hardware ecosystem. This is a field-driven, execution-focused sales role in which the employee spends most of the week meeting businesses, conducting live product demonstrations, and closing deals. The position owns territory development, community visibility, partnerships, and pipeline generation. The Territory Account Executive manages a self-sourced, full-cycle sales process, from prospecting and needs assessment through demonstrations and closing. The role builds relationships with local sellers, develops referral and channel partnerships, and collaborates with internal teams to support onboarding. The employee develops expertise in restaurants, retail, and services, maintains accurate Salesforce records and forecasts, and works to exceed sales quotas in a high-accountability environment.

Requirements

  • At least 3 years of sales experience in a full-cycle closing role, including 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, such as prospecting and cold calling.
  • Reliable transportation and residence in the market being served.
  • Collaborative, team-oriented approach.
  • Prior Salesforce experience or equivalent.

Nice To Haves

  • At least 2 years of payment processing or related technology experience, such as payroll, loyalty, or time management.
  • At least 1 year of relevant audience experience, such as working in or selling to restaurants, retailers, or service-based businesses.

Responsibilities

  • Lead the market through disciplined, in-person execution, including approximately 50–60 targeted business visits per week.
  • Generate leads, identify seller needs, deliver product demonstrations, and close deals across Square’s product suite.
  • Build trust-based relationships with local sellers and establish Square as a reliable resource in the community.
  • Partner cross-functionally to provide a seamless onboarding experience and fast time-to-value for new sellers.
  • Use a disciplined referral strategy to generate future opportunities from new customers.
  • Build a repeatable prospecting pipeline through door-to-door outreach, community engagement, events, networking, and targeted partnerships.
  • Work with channel partners to generate a consistent, high-quality referral stream.
  • Develop expertise in restaurants, retail, and services to diagnose business challenges and position appropriate Square solutions.
  • Sell consultatively and competitively, remaining proactive and strategic throughout the sales cycle.
  • Maintain Salesforce activity records, manage the pipeline, and forecast accurately.
  • Monitor performance and continuously improve.
  • Consistently exceed sales quota.

Benefits

  • Remote work
  • Medical insurance
  • Flexible time off
  • Retirement savings plans
  • Modern family planning benefits
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