Account Executive | Chicago, IL

Popmenu
Chicago, IL

The Opportunity

We are hiring a true hunter to win the Chicago restaurant market.

Popmenu powers 14,000+ restaurants with technology that drives real revenue. Our product delivers clear ROI, fast. That means short sales cycles and frequent wins. This is a high-activity, outbound-heavy territory role. If you love the chase, move fast, and close often, you will thrive here.

The Sale

Buyer: SMB restaurant owners and multi-location operators

Sales cycle: Typically under 30 days, often much faster

Environment: High-velocity, outbound-driven, door pulling encouraged

You are selling directly to decision-makers who care about revenue, guest experience, and long-term growth. Popmenu is not a nice-to-have. It is a revenue-driving platform restaurants rely on to compete in Chicago.

Who We Are

Popmenu is a fast-growing, venture-backed SaaS company transforming the restaurant industry. We started with our patented dynamic menu technology, unleashing the power of a restaurant's most important marketing tool, the menu. Since then, we have continued innovating to solve existing and emerging challenges for restaurant operators. We do not just sell software. We partner with restaurants to help them win. Our mission is to empower owners and operators with the technology tools they need to succeed long into the future. We hire exceptionally bright, motivated people who are passionate about helping great restaurants reach their full potential. This is your chance to make great things happen in one of the fastest-growing restaurant markets in the country.

Requirements

What You'll Do

  • Own and build the Chicago territory (must live in territory, within 15 miles of Chicago city center)
  • Prospect daily through calls, email, in-person visits, networking, and industry events
  • Run compelling, high-energy demos that clearly articulate ROI
  • Create urgency and close consistently in a short sales cycle
  • Develop deep knowledge of the Chicago restaurant landscape
  • Become a recognized name in the restaurant community
  • Partner with your regional team to refine messaging, share best practices, and drive market strategy
  • Protect the brand by selling with integrity. No overpromising, no heavy discounting, no poor-fit deals

Who You Are

  • Proven hunter with strong outbound success required
  • Experience selling to SMB decision-makers
  • Comfortable operating in short sales cycles under 30 days
  • Competitive, resilient, and motivated
  • Energized by high activity and high-volume environments
  • Skilled in prospecting, lead generation, and closing
  • Confident delivering strong product demos and articulating long-term ROI
  • Highly organized and effective at managing your time
  • Relationship driven. You understand hospitality is a small world
  • Must have reliable transportation and be comfortable traveling throughout the territory multiple times a week
  • Must live within 15 miles of Chicago city center
  • Bilingual in English and Spanish preferred

Bonus: restaurant experience or SaaS experience in restaurant tech

Benefits

Who We Are

Popmenu is a fast-growing, venture-backed SaaS company transforming the restaurant industry. We started with our patented dynamic menu technology, unleashing the power of a restaurant's most important marketing tool, the menu. Since then, we have continued innovating to solve existing and emerging challenges for restaurant operators. We do not just sell software. We partner with restaurants to help them win. Our mission is to empower owners and operators with the technology tools they need to succeed long into the future. We hire exceptionally bright, motivated people who are passionate about helping great restaurants reach their full potential.

Compensation

  • Base: $75,000 to $85,000
  • OTE: $150,000+
  • 50% base / 50% commission
  • Uncapped earnings

What We're Serving

  • Genuine Core Values with quarterly peer recognition through our Super Booms
  • Giving Back with company donations to causes chosen by team members
  • Visible Growth and Development in a scaling SaaS company
  • Company Ownership with meaningful equity for every employee
  • Comprehensive Benefits including medical, dental, vision, 401(k), and Wagmo Wellness Plan for your pets

If you are ready to own Chicago, build something meaningful, and get paid for performance, we would love to meet you.

Posted 2026-06-24

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