Territory Account Executive, Restaurant POS

Job overview

The Territory Account Executive, Restaurant POS role is onsite in Chicago, IL, managing a defined Chicago territory and meeting restaurant owners in person. Compensation is $50,000–$80,000 per year plus sales commission. Chowbus is launching a new team to bring its restaurant technology platform to independent and multi-location restaurants in Chicago. The account executive owns the full sales cycle, from prospecting and product demonstrations through proposals, closing, and supporting accounts until they go live. The role builds the company’s local market presence and restaurant partnerships while maintaining pipeline activity in the CRM.

What you'll do

• Prospect restaurants in person and by phone
• conduct discovery and product demonstrations
• build proposals and compare processing rates and total costs
• close sales
• coordinate onboarding and remain involved until accounts are live
• request referrals
• build relationships with local suppliers, associations, and partners
• maintain pipeline and activity in the CRM.

What we're looking for

Skills & competencies

territory account executive

chicago il

chowbus

restaurant pos

saas

full-cycle b2b sales

territory sales

restaurant technology

$50k-$80k/year

sales commission

crm

chicago market launch

Work arrangement

• Weekend coverage required

Benefits & perks

• Medical, dental, and vision insurance
• 401(k)
• employer-paid short-term disability, life, and AD&D insurance
• company holidays
• birthday off
• paid parental leave
• flexible PTO
• Employee Assistance Program
• fuel reimbursement.

Why this role

New Chicago team launching in 2027; guaranteed commission draw during the first three months; full-cycle territory ownership.

About the employer

Chowbus is hiring for this role. Industry: Computing Infrastructure Providers, Data Processing, Web Hosting, and Related Services. Sector: 51.