Field-Driven Territory Sales Executive

Block; Boston (MA); On-site; USD 90,000 - 150,000; Full time

Job summary

Square is building a best-in-class field sales organization, and we are looking for an exceptional Territory Account Executive to take ownership of a territory, meet businesses, run live demos, and close deals with confidence across Square's product suite. You will spend most of your week in the field, building pipeline, establishing partnerships, and driving local growth.

The role requires in-market presence, quota attainment, and collaboration with cross-functional teams to deliver value to

Qualifications

• 3+ years of sales experience in a full cycle closing role with field sales experience.
• Experience exceeding sales targets and closing complex deals.
• Ability to drive deals independently in a fast-paced environment.
• Business development experience (e.g. hunting and cold calling).
• Must live in the market served and have reliable transportation.
• Collaborative and team player mentality.
• Prior Salesforce experience or equivalent.
• 2+ years of payment processing OR related technology.

Responsibilities

• Lead your market with disciplined, in-person execution.
• Run a full-cycle, self-sourced sales motion: generate leads, identify needs, deliver compelling demos, and close deals across Square's full product suite.
• Establish yourself as the go-to Square expert in your city.
• Build a high-velocity pipeline from the ground up through outreach, events, networking, and partnerships.
• Sell with vertical expertise in restaurants, retail, and services, and position the right Square solutions.
• Maintain strong operational rigor in Salesforce: track activity, manage pipeline, and forecast accurately.

Skills

Field sales

Full cycle closing

Quota attainment

Business development

Salesforce

Payment processing

Restaurants/retail/services verticals

Tools

Salesforce

Job description

Square is building a best-in-class field sales organization, and we are looking for an exceptional Territory Account Executive to take ownership of a territory, meet businesses, run live demos, and close deals with confidence across Square's product suite. You will spend most of your week in the field, building pipeline, establishing partnerships, and driving local growth.

The role requires in-market presence, quota attainment, and collaboration with cross-functional teams to deliver value to