VP of Sales

Join Modern Amenities as Our VP of Sales
Location: 12th Floor, 401 N Michigan Ave, Chicago, IL 60611

REDEFINING VENDING. EMPOWERING ENTREPRENEURS.

At Modern Amenities, we’re not just building vending machines—we’re creating a new standard for automated retail. By combining premium products, smart technology, and standout customer experiences, we're empowering entrepreneurs across the country to launch and scale thriving vending routes in their communities.

We're scaling fast—and we’re looking for a strategic, hands-on VP of Sales to lead that growth nationwide.

THE ROLE: VP OF SALES

As our Vice President of Sales, you'll be at the helm of our national revenue strategy. You’ll lead and scale a high-performance sales team, drive process excellence, and build the systems that power our ambitious growth targets.

This is a high-impact leadership role, ideal for someone who thrives in fast-paced, high-growth environments and knows how to build and manage teams that deliver results.

Important: This is a fully onsite role based in Chicago, IL. We welcome applicants currently residing in Illinois.

WHAT YOU’LL LEAD

Build and Scale a National Sales Organization

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  Sales Strategy & GTM Execution – Design and implement a data-driven go-to-market plan that hits aggressive revenue targets.

  
  


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  Team Leadership – Manage multiple sales managers, each overseeing teams of 10–12 reps across inbound and outbound channels.

  
  


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  Coaching & Development – Hire, train, and mentor both leaders and reps. Foster a culture of performance, accountability, and growth.

  
  


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  Forecasting & Reporting – Own pipeline health, forecasting accuracy, and real-time performance dashboards.

  
  


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  Sales Process Optimization – Remove friction in the sales cycle through better tools, automation, and repeatable playbooks.

  
  


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  Tech & CRM Enablement – Drive Salesforce or HubSpot adoption, reporting, and sales enablement tools.

  
  


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  Cross-Functional Collaboration – Work closely with Marketing, Operations, and Customer Success to align on shared revenue goals.

  
  

WHAT WE’RE LOOKING FOR

Must-Haves

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  5–10+ years of experience leading high-performing, metrics-driven sales teams

  
  


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  Proven experience managing multiple sales managers and distributed sales teams (10–12 reps per manager)

  
  


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  Deep expertise in CRM platforms (Salesforce or HubSpot), sales automation tools, and funnel optimization

  
  


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  Strong forecasting, pipeline management, and sales analytics skills

  
  


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  Ability to coach, mentor, and retain top-tier sales talent

  
  


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  Excellent communication and presentation skills—from C-suite briefings to 1:1 rep coaching

  
  


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  A “builder” mindset—comfortable working in fast-moving, startup environments

  
  

Preferred

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  Experience in tech-enabled services, retail tech, or franchising models

  
  


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  Exposure to high-growth or venture-backed companies

  
  


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  Background in regulated or operationally complex industries

  
  

WHAT WE OFFER

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  Competitive Base + Uncapped Bonuses – High earning potential tied directly to team performance

  
  


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  Executive-Level Growth – Clear path to senior leadership in a scaling, nationwide organization

  
  


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  Leadership Development – Ongoing executive coaching and access to top-tier growth resources

  
  


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  Mission-Driven Culture – Make a lasting impact on entrepreneurs and communities across the country

  
  


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  High-Growth Industry – Be part of one of the fastest-growing verticals in modern retail tech

  
  

WHY MODERN AMENITIES?

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  National Expansion, Ground-Level Opportunity – Own the sales strategy behind our coast-to-coast growth

  
  


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  Full Autonomy, Real Impact – Lead with vision, backed by a leadership team that values bold thinking

  
  


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  Performance-Driven Culture – We reward results, not just tenure

  
  


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  Community-Focused Mission – Be part of something bigger than sales—help small business owners thrive

  
  

NEXT STEPS

Qualified candidates will be invited to complete a brief sales leadership assessment and interview with key members of our hiring team.

Modern Amenities is Proud to Be an Equal Opportunity Employer

We’re committed to building a diverse and inclusive team where everyone belongs and grows.

Ready to lead the future of modern vending?
Apply now and help us shape the future—one thriving community at a time.