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About the role
Key responsibilities & impact- 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
Requirements
What you’ll need- 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
Comp & perks- Base: $75,000 to $85,000
- OTE: $150,000+
- 50% base / 50% commission
- Uncapped earnings
- 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
ATS Keywords
✓ Tailor your resumeApplicant Tracking System Keywords
Tip: use these terms in your resume and cover letter to boost ATS matches.
Hard Skills & Tools
prospectinglead generationclosingproduct demosROI articulationsales cycle managementSaaSrestaurant technology
Soft Skills
competitiveresilientmotivatedhighly organizedrelationship driveneffective time managementcommunicationnetworking
