Regional Sales Leader | Chicago, IL

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:

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

What You Bring to the Table:

• 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.

Compensation

• Base: $150,000 to $160,000
• OTE: $320,000+
• Uncapped earnings
• Equity included for every employee

What We're Serving

• 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

Build the team. Drive the revenue. Win big. 🚀