Aimed at experienced B2B sales professionals with restaurant POS or payments background who are comfortable building markets from zero and have prior team leadership experience.
Derived from job-description analysis by Serendipath's career intelligence engine.
Original posting from Chowbus via Greenhouse
Chowbus is a leading Asian restaurant technology SaaS platform, with deep roots in the North American market for years. Currently, we stand as a pioneering enterprise in the North American Asian Restaurant SaaS sector. Driven by precise market positioning and efficient product services, our business has achieved doubled growth annually, covering over 30 core states and 100 key cities across the U.S., and partnering with more than 10,000 Asian restaurants. We build tech ecosystems that help restaurants grow, serve with heart, and uplift their communities. Our vision is to create a world where culturally rooted food entrepreneurs thrive everywhere. In 2027 we are launching a new team to bring Chowbus to independent and multi-location restaurants in Chicago, and we are hiring the people who will build that market from day one.
This is a selling role with a defined path to management. You start as a Senior Territory AE, prove the market in Chicago by closing deals yourself, then take over as Sales Manager for the city. With prior team-lead experience, the path to Manager is 3 months; otherwise it is 6 months. The promotion criteria are written into your offer.
The path to Sales Manager
Ramp (month 1-2): learn the product and the playbook, run your own territory, close your first deal
Produce (month 2-4): reach full productivity and coach 1–2 new AEs on ride-alongs
Lead (month 4-6): run the city’s weekly pipeline meeting, hold 1:1s, own the team’s funnel
Promotion review (end of month 6): personal results, new-hire ramp and team retention
The standard track follows the same steps over 6 months.
What You'll Focus On
Sell full-cycle in your own territory: prospect, demo, close and see each restaurant through to go-live
Win restaurants away from Toast, Square and Clover by timing the conversation to their contract and showing the full cost comparison
Help interview and onboard the next AEs in Chicago, and coach them through their first deals
Map the city: which neighborhoods to open first, which partners and associations to work with
After promotion, lead a team of AEs while keeping a personal quota
What You Bring
3+ years of quota-carrying B2B sales, with restaurant POS or payments experience (Toast, Square, Clover, SpotOn, ISO/merchant services) strongly preferred
Experience leading, mentoring or onboarding salespeople: a team lead, sales manager or senior rep who trained others
Consistent quota attainment you can show with numbers
Comfortable building a market from zero: walking into restaurants, setting up partnerships, figuring things out without a playbook handed to you
Strong spoken and written English; a second language is a plus
Lives in or near Chicago; valid driver’s license and reliable transportation
What We Offer
A fair compensation package
Medical, dental, and vision insurance
401(k)
100% employer-paid Short-Term Disability (STD)
100% employer-paid Life Insurance and option for additional employee-paid Life Insurance
100% employer-paid Accidental Death and Dismemberment (AD&D) Insurance and option for additional employee-paid AD&D Insurance
Company holidays
Birthday off
Paid Parental Leave
Flexible Paid Time Off (PTO)
Employee Assistance Program (EAP)
Fuel reimbursement
The salary for this role is $50,000-$80,000 plus sales commission, depending on experience.
Source: Chowbus careers (Greenhouse)