Territory Account Executive, Chicago

📋 Description

• Spend ~80% of your week in the field visiting local businesses.
• Run full-cycle sales: generate leads, demo products, close deals.
• Build strong, trust-based relationships with local sellers; partner cross-functionally.
• Build a high-velocity pipeline from door-to-door outreach, events, partnerships.
• Sell with deep vertical expertise (restaurants, retail, services) and position Square solutions.
• Maintain Salesforce activity, pipeline tracking, and forecast accuracy.

🎯 Requirements

• 3+ years in a full-cycle, field sales role.
• Proven record of exceeding targets with a diverse product ecosystem.
• Able to drive deals independently in a fast-paced market.
• Business development experience (hunting and cold calling).
• Live in the market; reliable transportation required.
• Collaborative, team-oriented mindset; prior Salesforce experience or equivalent.

🎁 Benefits

• Remote work options.
• Medical insurance.
• Flexible time off.
• Retirement savings plans.
• Company-sponsored learning and growth opportunities.