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

Block•Tampa, FL

5h•$37 - $67•Onsite

About The Position

Square is seeking a Territory Account Executive to represent the company in the St. Pete / Tampa market and grow local business adoption of Square’s software and hardware. This field-driven, execution-focused role involves spending approximately 80% of the week in the market, meeting businesses, delivering live product demonstrations, and closing sales. The role owns territory development, pipeline generation, local visibility, partnerships, and customer growth. The Territory Account Executive manages a self-sourced, full-cycle sales process, develops relationships with local sellers, and works cross-functionally to support smooth onboarding. The position focuses on restaurants, retail, and service businesses, requires disciplined sales operations and accurate forecasting in Salesforce, and is part of a high-accountability team with ambitious performance expectations.

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

Lead the market through disciplined, in-person sales execution.
Spend approximately 80% of the week in the field and conduct 50–60 targeted business visits each week.
Manage a self-sourced, full-cycle sales process, including lead generation, needs discovery, product demonstrations, and closing deals across Square’s product suite.
Build trust-based relationships with local sellers and establish Square as a reliable, value-driven resource in the community.
Partner cross-functionally to ensure smooth onboarding and fast time-to-value for new sellers.
Use a referral strategy to generate future opportunities from new customers.
Build a repeatable pipeline through door-to-door outreach, community engagement, events, networking, and targeted partnerships.
Work with channel partners to develop a consistent referral stream.
Build expertise in restaurants, retail, and services businesses to diagnose needs and position suitable Square solutions.
Sell consultatively and competitively throughout the sales cycle.
Use Salesforce to track activity, manage pipeline, and forecast accurately.
Review performance frequently, improve continuously, and consistently exceed quota.