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 transforming the vending industry. More than just building vending machines, we’re creating a new standard for automated retail —powered by smart technology, premium products, and world-class customer experiences. Our mission? To empower entrepreneurs nationwide to launch and scale profitable vending routes in their own communities. We’re scaling rapidly—and we’re seeking a strategic, hands-on Vice President of Sales to lead our national growth efforts. THE ROLE: VICE PRESIDENT OF SALES Location: Onsite | Chicago, IL As the VP of Sales , you will own our national revenue strategy , leading and expanding a high-performance sales organization. You’ll build the systems, processes, and team required to drive explosive growth, while working cross-functionally to align the entire organization behind shared sales goals. This is a high-impact leadership role ideal for someone who thrives in fast-paced, high-growth environments—and knows how to deliver results through people, process, and execution. WHAT YOU’LL LEAD Build and Scale a National Sales Organization Sales Strategy & GTM Execution: Design and execute a data-driven go-to-market strategy to meet and exceed aggressive revenue goals.

Team Leadership: Manage a team of sales managers, each leading groups of 10–12 inbound and outbound sales representatives.

Coaching & Development: Recruit, train, and mentor both individual contributors and managers. Foster a performance-driven, accountable culture.

Forecasting & Reporting: Own pipeline health, forecasting accuracy, and the development of real-time sales performance dashboards.

Sales Process Optimization: Streamline the sales cycle through automation, enablement tools, and repeatable, scalable playbooks.

CRM & Tech Stack Enablement: Champion Salesforce or HubSpot usage, drive adoption of enablement tools, and ensure data-driven selling.

Cross-Functional Collaboration: Partner with Marketing, Operations, and Customer Success to align on growth targets and ensure seamless execution.

WHAT WE’RE LOOKING FOR Must-Haves 5–10+ years leading high-performing, metrics-driven B2B sales teams

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

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

Strong forecasting, pipeline management, and data analytics capabilities

Demonstrated ability to hire, coach, and retain top-performing sales talent

Excellent communication and presentation skills—comfortable at both C-suite and individual contributor levels

A builder’s mindset —comfortable in high-growth, startup environments where systems are evolving

Preferred Qualifications Experience in tech-enabled services, retail technology, franchising, or marketplace models

Background in venture-backed or high-growth organizations

Exposure to regulated or operationally complex industries is a plus

WHAT WE OFFER Competitive Compensation: Base salary + uncapped performance-based bonuses

Executive Growth Path: Opportunity to advance into senior leadership as we scale nationally

Leadership Development: Access to executive coaching and growth-focused resources

Mission-Driven Culture: Be part of a team driving real impact for entrepreneurs and communities

Industry Momentum: Join one of the fastest-growing verticals in modern retail technology

WHY MODERN AMENITIES? National Growth, Ground-Level Impact: Take ownership of our sales strategy as we expand coast-to-coast

Autonomy & Authority: Lead with vision, backed by a leadership team that values bold, strategic thinking

Results-Driven Culture: We reward impact—not just tenure

Empowering Mission: Join a company where success means helping 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.