Regional Sales Leader- Chicago
About The Position
The Opportunity We're hiring a proven sales leader to own the Chicago market and build the team that wins it. 🔥 Popmenu helps thousands of restaurants turn their menu into an essential tool for attracting and engaging guests. Our fully-integrated platform makes it easy for restaurant owners to manage their online business including online ordering, email and text marketing, social media management, and real-time website and menu publishing. Our product delivers clear ROI, fast. Short sales cycles. Frequent wins. A motivated team hungry to close. Your job is to make them sharper, faster, and better every single day, and to build a culture where that standard becomes the norm. Your team is selling directly to decision-makers who care about revenue, guest experience, and survival in a crowded market. Popmenu is not a nice-to-have. It is a revenue-driving platform restaurants rely on to compete, and you'll lead the people who bring that message to Chicago every day. What’s on Your Plate:
Requirements
- 4-6+ years in sales, 2+ years leading a team
- Track record of exceeding targets as both a rep and a manager
- High-velocity sales experience (1--30 day cycles preferred)
- Strong SaaS background -- restaurant tech or hospitality is a plus
- Fluent in Salesforce, Salesloft, and AI-driven sales tools
- A coaching framework you can install, replicate, and scale
- Chicago restaurant market knowledge? Even better.
- High-performing ICs ready to step into leadership are encouraged to apply.
Responsibilities
- Team Performance: Develop elite sales talent for the Chicago market Coach reps to be great for themselves, their customers, and this team Drive urgency, accountability, and disciplined pipeline management daily Lead from the front. This looks like co-sell with your reps, stay close to the deals, and never hide behind a dashboard Build a team culture where high standards and high energy coexist
- Revenue: Own monthly targets and blow past them Maintain tight forecast accuracy and pipeline visibility Jump into deals strategically to accelerate and close Identify friction in the sales process and remove it fast
- Culture and Growth: Create an environment where reps compete hard, win together, and keep getting better Level up consistently -- through coaching, industry knowledge, podcasts, peer learning, and staying sharp on what's happening in restaurant tech Become a genuine expert in Popmenu's product and the restaurant industry so you can lead your team to advise operators with credibility and trust Be the kind of leader people follow because you make them better
- Strategic Impact: Deliver clear, data-driven reads to executive leadership Surface market intel directly to Product and Leadership Find new growth pockets in Chicago's dense, ever-evolving restaurant scene
Benefits
- Compensation Base: $150,000 to $160,000
- OTE: $320,000+ Uncapped earnings
- Equity included for every employee
- Remote- Chicago (Must Live Within Territory)
- Genuine Core Values with quarterly peer recognition through our Super Booms
- Visible Growth and Development in a scaling SaaS company where your impact is seen and rewarded
- Company Ownership with meaningful equity at a company built for long-term growth
- Comprehensive Benefits including medical, dental, vision, 401(k), and Wagmo Wellness Plan for your pets
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What This Job Offers
Job Type
Full-time
Career Level
Manager
Education Level
No Education Listed
