Territory Account Executive, Philadelphia, PA

Block•Philadelphia, PA

2d•Onsite

About The Position

Square is seeking a high-performing, field-driven Territory Account Executive to represent Square in the Philadelphia market. The role focuses on building a territory from the ground up, increasing Square’s visibility in the community, developing partnerships, and helping local businesses grow with Square’s software and hardware solutions. The successful candidate will spend approximately 80% of the week in the field, engaging businesses, delivering product demonstrations, and closing sales. This is a full-cycle, self-sourced sales role with a fast pace and high performance expectations. The Territory Account Executive will develop expertise in restaurants, retail, and services businesses; build relationships with local sellers and channel partners; and create a repeatable pipeline through in-person outreach, community engagement, events, networking, and partnerships. The role also requires disciplined Salesforce activity and pipeline management, accurate forecasting, and continuous performance improvement. Compensation is market-based and includes target variable compensation; the stated annual ranges vary by location zone.

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

Responsibilities

Spend approximately 80% of the week in the field, walking the territory, engaging local businesses, and conducting 50–60 targeted business visits weekly.
Generate leads, identify customer needs, deliver product demonstrations, and close deals across Square’s product suite.
Build trust-based relationships with local sellers and establish Square as a valued local business resource.
Partner cross-functionally to support seamless onboarding and fast time-to-value for new sellers.
Use a disciplined referral strategy to generate future opportunities from new customers.
Build a repeatable top-of-funnel pipeline through door-to-door outreach, community engagement, events, networking, and targeted partnerships.
Work with channel partners to develop a consistent, high-quality referral stream.
Develop expertise in restaurants, retail, and services, diagnose business challenges, and recommend suitable Square solutions.
Sell consultatively and competitively while remaining proactive and strategic through the sales cycle.
Maintain Salesforce activity records, manage the pipeline, and forecast accurately.
Monitor performance and improve continuously while consistently exceeding quota.