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VP of Sales

VP of Sales

Modern AmenitiesChicago, IL, US
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Job Description

Job Description

Company Overview

Modern Amenities is redefining how traditional industries scale by combining AI, data, and platform innovation into one connected ecosystem. We’re more than a single business—we’re building the blueprint for transforming entire markets, starting with the vending and unattended retail space.

What we do :

  • Vendingpreneurs trains entrepreneurs to launch profitable vending routes, creating a ready network of subcontractors to power enterprise contracts.
  • Modern Amenities partners with REITs, hotel groups, and healthcare facilities to deliver micro-markets and workplace amenities with zero upfront cost—think of us as the “Netflix” of on-site amenities.
  • VendHub brings the ecosystem together, offering equipment financing, inventory management, and lead generation in one integrated platform.
  • AIMS (AI Managed Services) extends our AI-driven lead generation and operational systems to other B2B industries.

Why it matters :

Modern Amenities is proving that entire industries can be reimagined through platform thinking. We’re not just participating in the future—we’re building it. Our systems are already driving millions in revenue, helping small businesses succeed while delivering enterprise-grade solutions at scale.

Our impact :

From empowering entrepreneurs to servicing national contracts, every solution we create multiplies across multiple business lines. The result : an ecosystem where innovation, efficiency, and opportunity align to unlock billion-dollar potential across industries.

Ready to grow with us?

Join Modern Amenities at the perfect stage—established enough to scale, but lean enough that your work has immediate impact. Here, ideas become action quickly, and every contribution helps build the future of business.

Position Overview :

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.

Key Responsibilities :

  • 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.
  • Required Qualifications :

  • 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
  • Compensation & Benefits :

  • Be part of a mission-driven company helping entrepreneurs achieve freedom through vending.
  • Access to executive coaching and growth-focused resources
  • Be part of a team driving real impact for entrepreneurs and communities.
  • Competitive salary up to $250K per year + growth opportunities as we scale.
  • Application Process :

    Shortlisted candidates will be scheduled for initial phone screening and will be required to complete a brief skills assessment before the virtual or in-person interview.

    Equal Employment Opportunity Statement

    Modern Amenities is proud to be an equal opportunity employer. We are committed to building a diverse, inclusive, and collaborative workplace. We welcome applicants of all backgrounds and do not discriminate based on race, religion, gender identity, sexual orientation, age, disability, veteran status, or any other legally protected characteristic.

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