Senior Territory Account Executive: Build & Lead Top Sales Team

Chowbus; Chicago (IL); On-site; USD 70,000 - 80,000; Full time

Benefits offered by this job

Medical, dental, and vision insurance

401(k)

Short-Term Disability (STD)

Life Insurance (employee-paid options)

AD&D Insurance (employee-paid options)

Company holidays

Birthday off

Paid Parental Leave

Flexible PTO

EAP

Job summary

Chowbus is seeking a top-performing salesperson in Chicago to lead full-cycle restaurant sales, win new accounts, and later build and coach a city sales team. You will manage the entire cycle from cold outreach to installation handoff, and own accounts post-launch, expanding with add-ons and referrals.

Qualifications include 3+ years in quota-carrying B2B sales in POS/payments, proven leadership, and strong English; Chicago residency and transportation are required.

Qualifications

• 3+ years of quota-carrying, full-cycle B2B or outside sales in restaurant POS or payments.
• Experience leading, mentoring or onboarding salespeople.
• Consistent quota attainment with measurable results.
• Strong spoken and written English; multilingual skills are a plus.
• Lives in or near Chicago; valid driver’s license and reliable transportation.

Responsibilities

• Sell full-cycle in your territory, starting with cold calls and walk-ins.
• Run demos, close deals and hand signed restaurants to technicians for installation.
• Own accounts after launch and grow them via add-ons and referrals.
• Map the city and build relationships with local partners and associations.
• Post-6-months, help hire, onboard and coach new Sales Managers, and lead the team’s daily activity and pipeline.

Skills

Quota-carrying sales

Full-cycle sales

Team leadership

Cold calling

Multilingual (English + other)

Tools

Toast POS

Square

Clover

SpotOn

Job description

Chowbus is seeking a top-performing salesperson in Chicago to lead full-cycle restaurant sales, win new accounts, and later build and coach a city sales team. You will manage the entire cycle from cold outreach to installation handoff, and own accounts post-launch, expanding with add-ons and referrals.

Qualifications include 3+ years in quota-carrying B2B sales in POS/payments, proven leadership, and strong English; Chicago residency and transportation are required.