Territory Account Executive, Chicago at Block

Block

Chicago, IL, United States of America·1w ago

Mid LevelFull-timeRustAWSGoAI

Salary Range

$72,250 - $97,750 /year

Estimated

This salary is estimated based on similar roles. The actual salary may vary.

About the Role

Square is seeking an exceptional Territory Account Executive to join our high-impact field sales organization. This role involves taking full ownership of your territory and bringing Square's mission of economic empowerment directly to businesses.

Key Responsibilities

→Spend ~80% of your week in the field, engaging local businesses and driving 50–60 targeted business visits each week.
→Run a full-cycle, self-sourced sales motion: generate leads, identify needs, deliver compelling demos, and close deals across Square's full product suite.
→Build strong, trust-based relationships with local sellers by being present, reliable, and value-driven.
→Develop a repeatable top-of-funnel engine through door-to-door outreach, community engagement, events, networking, and targeted partnerships.
→Build deep expertise in key verticals — including restaurants, retail, and services — to diagnose challenges and position the right Square solutions.
→Maintain strong operational rigor in Salesforce: track activity, manage pipeline, and forecast accurately.

Requirements

✓3+ years of sales experience in a full cycle closing role with 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 (e.g. hunting and cold calling)
✓Reliable transportation and living in the market you are serving
✓A collaborative and team player mentality
✓Prior Salesforce experience or equivalent