Territory Account Executive (Field Sales - St. Pete / Tampa, FL)

Block•Tampa, FL

19h•Onsite

About The Position

Square is hiring a Territory Account Executive to build and grow its field sales presence in the St. Pete / Tampa, Florida market. This execution-focused role involves spending approximately 80% of the week in the field, engaging local businesses, conducting live product demonstrations, and closing sales. The account executive will build a pipeline from the ground up, increase Square’s visibility in the community, establish partnerships, and help local businesses grow with Square’s software and hardware products. The role owns the full sales cycle, from prospecting and identifying business needs through demonstrations and closing deals across Square’s product suite. The account executive will develop expertise in restaurants, retail, and services, build trust-based seller relationships, support smooth onboarding in partnership with internal teams, and create referrals and channel partnerships. Success requires disciplined Salesforce use, accurate pipeline management and forecasting, continuous performance improvement, and consistently exceeding quota.

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 mindset.
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, including 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 completing 50–60 targeted business visits each week.
Manage a self-sourced, full-cycle sales process: generate leads, identify needs, deliver product demonstrations, and close deals across Square’s product suite.
Build strong, trust-based relationships with local sellers and serve as the go-to Square expert in the market.
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 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.
Use Salesforce to track activity, manage the pipeline, and forecast accurately.
Measure performance frequently, improve continuously, and consistently exceed quota.