Territory Account Executive

Owns a territory through high-volume, in-person prospecting, product demonstrations, partnerships, and full-cycle sales for Square’s commerce ecosystem. The role requires at least three years of field closing experience, strong business development skills, Salesforce proficiency, and reliable transportation.

About the job

Responsibilities

Lead the market through disciplined, in-person execution.
Spend approximately 80% of the week in the field, engaging local businesses and driving 50–60 targeted business visits weekly.
Run a full-cycle, self-sourced sales motion: generate leads, identify needs, deliver compelling demos, and close deals across Square’s product suite.
Build strong relationships with local sellers and establish Square as a trusted local expert.
Partner cross-functionally to support seamless onboarding and fast time-to-value for new sellers.
Implement a referral strategy to generate future opportunities.
Build a repeatable top-of-funnel engine through door-to-door outreach, community engagement, events, networking, and targeted partnerships.
Work with channel partners to generate consistent, high-quality referrals.
Develop expertise in restaurants, retail, and services, diagnose business challenges, and position appropriate Square solutions.
Sell consultatively and competitively throughout the sales cycle.
Maintain operational rigor in Salesforce, track activity, manage pipeline, and forecast accurately.
Measure performance, improve continuously, and consistently exceed quota.

Requirements

3+ years of sales experience in a full-cycle closing role, including field sales experience.
Demonstrated success exceeding sales targets, selling diverse product ecosystems, and closing complex deals.
Ability to drive deals independently in a fast-paced, dynamic environment.
Business development experience, including hunting and cold calling.
Reliable transportation and residence in the market served.
Collaborative team-player mentality.
Prior Salesforce experience or equivalent.

Nice-to-haves

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

Compensation and Benefits

Benefits include remote work, medical insurance, flexible time off, retirement savings plans, and modern family planning benefits.

Skills

Salesforce, Field Sales, Business Development, Cold Calling, Payment Processing, Payroll, Customer Loyalty, Time Management, Sales Pipeline Management, Sales Forecasting, Product Demos, Channel Partnerships, Consultative Selling, Restaurants, Retail