Regional Sales Leader

Do you know how to build a team of quota-achieving sales professionals? Can you check your ego and accomplish ambitious growth targets through your team’s performance? Are you still hands-on enough to jump in and show your team how it’s done if needed?

Three times yes? Sounds like we found a match! 

About This Opportunity: 

Popmenu is seeking an agile and creative Regional Sales Leader (RSL) who has a consistent track record of leading remote sales teams to success in a quota-driven sales environment. Our ideal candidate is well versed in coaching both new and seasoned members of their team on new business account acquisition for an industry disruptive technology solution (we’re trailblazing) and is no stranger to building teams in a fast-growing startup environment. Restaurant tech industry experience is highly preferred, but not required.

This role requires you to be in or near the Chicago Metropolitan area. There will be travel required across the Northern Markets or elsewhere as business needs determine.

What's on Your Plate:

• Building a team of quota-achieving Sales professionals: From seasoned SaaS veterans who are new to the industry to high-potentials with hospitality backgrounds, our Regional Sales Leader understands how to spot the right talent during the interview process, provide targeted coaching when needed, and foster an environment of continuous learning and diversity that reflects Popmenu’s culture and core values.
• Developing and executing a winning Sales strategy: Our Regional Sales Leader knows how to translate strategic goals into a defined and replicable sales process and inspiring rally cries! Whether it’s accomplishing strategic sales objectives with large accounts or maintaining a strong transactional pipeline, they understand how to successfully and predictably execute the sales plan for their region. 
• Driving new business: Our Regional Sales Leader doesn’t mind being hands-on when needed! They take full ownership of driving new business accounts, maintaining strong partner/channel relationships, and actively prospecting relevant in-market engagements. Of course, they are only a phone call away when their teams need assistance with high-level closes and large-account opportunities. 
• Ensuring accountability for outcomes: Ongoing KPI management is not an afterthought for our Regional Sales Leader! From proactive pipeline management to holding their team accountable through daily performance management, they passionately utilize our CRM/performance management tools to ensure accurate forecasts and develop plans to address performance gaps. 
• Embracing a product-led strategy: Our Regional Sales Leader is confident enough to walk away from deals that aren’t a good fit! They work cross-functionally with Customer Experience (CX), Marketing, Product, Leadership and other internal partners to grow healthy pipelines, foster continued robustness and healthiness of client acquisition portfolio and strengthen our brand in their region. 




Bottom line – in this role it is your responsibility to make sure that your regional team achieves ambitious revenue and growth goals in a way that is scalable and in line with our company strategy, brand, and values. 

What you bring to the table:

• Minimum 3 years of sales leadership managing a new business/full cycle team with a proven track record of leading teams to quota achievement in SMB/mid-market with a high velocity sale.
• Experience guiding hunters in fast-paced, startup environments, where agility, urgency, and flexibility are essential.
• Track record of meeting/exceeding quota as a sales leader.
• Strong ability to coach and develop reps, inspire growth mindset, and promote high-performing team members.
• At least 7 years of successful technology or software sales experience, with a focus on consultative selling to SMB/mid-market accounts.
• Expertise in sales operations, financial forecasting, pipeline management, and revenue growth strategies.
• Expertise in utilizing systems like Salesloft (Gong, Outreach, or similar) and Salesforce to optimize team performance and pipeline management, and lead sellers in systems-driven processes.
• Excellent problem-solving, decision-making, and dispute resolution skills.
• Proven ability to grow and leverage a professional network to build relationships.










At Popmenu we believe in transparency and meeting candidates at eye level. We know that money isn’t everything - but it is important: For this role, we have determined a compensation range of $250 to $300k OTE in addition to company equity to be a fair and attractive offer. We would love the opportunity to meet you and learn more about you and your background, and final offer amounts are determined by multiple factors and may vary from the amount above. Looking forward to chatting with you!

At Popmenu, we’re on a mission to revolutionize the restaurant industry, empowering both owners and their customers. As a fast-growing, venture-backed SaaS company serving over 10,000 restaurant clients, we’re dedicated to solving the industry's biggest challenges. Our journey began with our patented dynamic menu technology, unleashing the full marketing power of a restaurant’s most valuable asset: its menu. And we haven’t stopped there—we’re constantly innovating to meet both current and emerging needs in hospitality.

We’re a team of passionate, bright, and motivated individuals, driven by our core values of collaboration, innovation, and ownership. At Popmenu, you’ll find a flexible work environment, a pioneering product that our clients rave about, and teammates who inspire you to be your best. If you’re excited to be a difference-maker in a company that’s changing the game, we can’t wait to meet you!

What We’re Serving:

Living Our Values: We crafted our four core values—Act Like an Owner, Raise the Bar, Make Others Shine, and High Confidence – Low Ego—straight from our employees, shaping a workplace we’re proud of. These values have earned us recognition, like Glassdoor’s Best Places to Work and Top Workplaces USA. But what means the most is how our team lives these values every day, celebrating them monthly through peer-nominated “Super Boom” awards.

Giving Back: We’re committed to making a positive impact beyond the workplace. In addition to partnerships with organizations like The Giving Kitchen, we donate to causes chosen by our Super Boom winners in their honor.

Growth You Can See: At Popmenu, innovation doesn’t just apply to our product—it’s embedded in our people too. In the past year, one out of every five team members has been promoted to new roles, reflecting our commitment to visible career development.

Ownership Mindset: Our core value, "Act Like an Owner," is more than just words—we ensure every team member has a stake in our success through meaningful equity options.

Holistic Benefits: We’ve got your back with comprehensive medical, dental, and vision plans, a 401K, and even wellness benefits for your furry family members through our Wagmo Wellness Plan.