Chicago Territory AE | Full-Cycle B2B Sales

Chowbus; Chicago (IL); On-site; USD 50,000 - 80,000; Full time

Benefits offered by this job

Guaranteed commission draw

Career progression from Territory AE

Hands-on product training

Medical, dental, and vision insurance

401(k) employer-paid

Short-Term Disability (STD) employer-P

Life Insurance

AD&D Insurance

Company holidays

Birthday off

Paid Parental Leave

Flexible PTO

EAP

Fuel reimbursement

Job summary

Chowbus is building a Chicago-based Territory Account Executive to own the full sales cycle with independent and multi-location restaurants. You will meet owners, conduct in-person demos, and close deals that move to onboarding and live operation.

You’ll leverage prior POS/payments experience and a track record of meeting quotas while working in a dynamic, growth-focused environment. Competitive compensation includes salary and commissions.

Qualifications

• 1+ year of quota-carrying, full-cycle B2B sales in hospitality/restaurant tech.
• Experience with restaurant POS or payments (Toast, Square, Clover, SpotOn, Lightspeed).
• Comfortable approaching owners in restaurants; strong English skills.

Responsibilities

• Prospect your territory in person and by phone to own new openings and renewals.
• Run discovery and product demos with owners and general managers.
• Build proposals and model processing rates to close deals.
• Hand off to onboarding and stay involved until live.
• Develop referrals and relationships with local suppliers and partners.
• Maintain updated pipeline in CRM.

Skills

Quota-carrying B2B sales

English proficiency

Self-directed territory management

In-person outreach

Driver's license

Tools

Toast POS

Square POS

Clover POS

SpotOn

Lightspeed

ISO/merchant services

Job description

Chowbus is building a Chicago-based Territory Account Executive to own the full sales cycle with independent and multi-location restaurants. You will meet owners, conduct in-person demos, and close deals that move to onboarding and live operation.

You’ll leverage prior POS/payments experience and a track record of meeting quotas while working in a dynamic, growth-focused environment. Competitive compensation includes salary and commissions.