Sales Manager - Chicago (Japanese & English Bilingual)

Chowbus
Chicago, IL
On-site

Who this role is best for

Geared toward bilingual professionals with B2B sales experience in restaurant POS or payments, comfortable with cold calling and territory management in Chicago.

Best fit for

  • Bilingual professionals with restaurant POS or payments sales experience and a strong track record of meeting or exceeding quotas
    — “1+ years of quota-carrying, full-cycle B2B or outside sales; restaurant POS or payments experience (Toast, Square, Clover, SpotOn, Lightspeed, ISO/merchant services) strongly preferred”
  • Individuals who are fluent in Japanese and can communicate effectively with Japanese-speaking restaurant owners
    — “Strong spoken and written English; fluency in Japanese is required, as Japanese will be used on the job to communicate with Japanese-speaking customers and prospective customers.”

Things to consider

  • The role demands a high level of personal initiative and territorial ownership, with no mention of remote flexibility or team structure
    — “Self-directed and organized enough to run your own territory”
  • There is a need for physical presence in Chicago, as the role requires visiting restaurants in person
    — “Lives in or near Chicago; valid driver's license and reliable transportation”
  • The position involves post-sale account management, requiring patience and service orientation beyond just sales execution
    — “Patient and service-minded with customers after the sale, not only before it”

How to stand out

  • Emphasize your experience in switching restaurant owners from competitors like Toast or Square in your resume and interview
    — “Many owners already run Toast, Square or Clover, so a big part of the job is showing them why switching is worth it.”
  • Highlight your ability to build and maintain a sales pipeline using CRM tools, as the role requires this skill
    — “Keep your pipeline up to date in our CRM”
Pace · Fast PacedCollaboration · LowAutonomy · HighDecision Impact · Individual

Derived from job-description analysis by Serendipath's career intelligence engine.

What success looks like

  • closing deals against competitors
  • managing post-sale customer service
  • achieving quota
Typical background
1+ years of quota-carrying, full-cycle B2B sales experience

Skills & requirements

Required

SalesRestaurant Technology SalesPOS System SalesCold CallingAccount ManagementCRM Usage

Preferred

Toast, Square, Clover Experience

Stack & domain

SalesPOS SystemsCold CallingLeadershipCommunicationRestaurantTechnology

About the role

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. 

As a Sales Manager, you own a territory and the full sales cycle: finding restaurants through cold calls and walk-ins, running demos, closing deals, and taking care of your accounts after launch. Many owners already run Toast, Square or Clover, so a big part of the job is showing them why switching is worth it.

What You'll Focus On

Build your own pipeline through cold calls, walk-ins and referrals

Run demos with restaurant owners and close deals, often against Toast, Square and Clover

Hand signed restaurants to our technicians for installation

Own your accounts after launch and grow them with additional Chowbus products

Keep your pipeline up to date in our CRM

What You Bring

1+ years of quota-carrying, full-cycle B2B or outside sales; restaurant POS or payments experience (Toast, Square, Clover, SpotOn, Lightspeed, ISO/merchant services) strongly preferred

A track record of hitting or beating quota, with numbers you can walk us through

Comfortable cold calling and walking into restaurants to start conversations with owners

Patient and service-minded with customers after the sale, not only before it

Strong spoken and written English; fluency in Japanese is required, as Japanese will be used on the job to communicate with Japanese-speaking customers and prospective customers.

Self-directed and organized enough to run your own territory

Lives in or near Chicago; valid driver's license and reliable transportation

What We Offer

Uncapped commission on every deal

Guaranteed commission draw during your first 3 months while you ramp

A clear path from Sales Manager to Senior Sales Manager and team leadership

Hands-on training on the product, the restaurant business and competitive selling

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

Target first-year earnings (OTE) for this role are $100,000–$120,000 – $160,000, made up of a base salary of $50,000 – $80,000 plus uncapped commission. Base salary depends on experience; commission depends on results, and top performers earn above the target range.

Source: Chowbus careers (Greenhouse)

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