VP, Revenue Strategy

PlayOn • New York, NY

1d • Hybrid

About The Position

PlayOn is looking for a commercially minded, process-oriented VP of Revenue Strategy to lead development and operationalization of monetization strategy for the company’s National Ad Sales division. With a focus on MaxPreps and the broader PlayOn portfolio, this leader will build the systems, workflows, pricing frameworks, and packaging discipline required to support scalable advertising revenue growth. Reporting to the SVP, National Ad Sales, the ideal candidate combines strong commercial instincts with operational rigor and has a track record of building structure, speed, and accountability across cross-functional teams.

PlayOn is a dynamic growth-stage company dedicated to championing the spirit of play in the high school space. Backed by KKR, our family of brands—including GoFan, NFHS Network, and MaxPreps—empowers schools with innovative solutions and exceptional service. Our fan engagement platform is the only one that offers event ticketing, streaming, fundraising, concessions, merchandise sales, and website management in one place. We save administrators time so they can focus on what truly matters: supporting the students, staff, and fans who bring their programs to life.

Trusted by thousands of schools across the country, we're here to help create more instant replays, hold-your-breath moments, last-minute comebacks, and games you want to watch over and over again.

When being there means everything, we make sure you never miss a moment.

Requirements

• Bachelor's Degree and 7+ years of experience in digital media, advertising, revenue strategy, sales planning, monetization, or a related commercial operations function.
• A demonstrated track record of building scalable pre-sale and post-sale systems in a fast-moving media, ad tech, publisher, platform, or sports media environment.
• Deep experience with pricing strategy, rate card development, inventory management, packaging, proposal architecture, and commercial decision-making.
• Proven ability to lead cross-functional initiatives, influence senior stakeholders, and build high-performing teams in evolving environments.
• Comfort operating in ambiguity and creating structure where none exists, with a bias for action and speed without sacrificing quality.
• Strong commercial instincts and the ability to balance creativity with operational feasibility and margin discipline.
• Excellent written and verbal communication skills, especially in translating complexity into clear sales narratives and internal processes.
• Interest in high school sports, community-based storytelling, and the broader sports marketplace.
• Strong presentation and storytelling skills, with proficiency in Pitch.com, PowerPoint, Keynote, or similar tools.
• Deep familiarity with the digital advertising ecosystem, including display, video, social, branded content, sponsorships, audience targeting, and measurement.
• Strong executive presence and the ability to earn trust with both senior leadership and frontline sellers.

Responsibilities

• Own the strategic and operational infrastructure that supports monetization across MaxPreps and the broader PlayOn portfolio.
• Build and refine ad product packaging, rate cards, planning frameworks, and go-to-market materials that improve seller clarity and market credibility.
• Create repeatable processes for proposal development, pricing approvals, inventory allocation, and post-sale handoff.
• Partner with Sales leadership to identify revenue gaps, unlock new packaging opportunities, and improve speed to market.
• Work cross-functionally with Ad Ops, Client Strategy, Product, Research, and Marketing to ensure products are executable, measurable, and well-positioned.
• Bring structure and discipline to how the organization evaluates custom opportunities, sponsorships, non-standard programs, and margin tradeoffs.
• Translate audience insights, content strategy, and advertiser demand into compelling, commercially viable programs.
• Support the creation and implementation of client and/or company-specific measurement initiatives
• Develop clear operating models, roles, and responsibilities across pre-sale and post-sale teams, and support measurement strategy that improves proof of performance.
• Recruit, coach, and develop a high-performing team with strong standards for quality, speed, and collaboration.
• Evaluate custom programs, sponsorships, and non-standard opportunities through the lens of demand, delivery, and margin.
• Leverage AI to enhance operational efficiency and eliminate process bottlenecks

Benefits

• Multiple medical insurance plans to choose from
• Dental, vision life and disability insurance
• Employee Emergency Fund
• Company equity (stock options)
• Open PTO policy
• 401K plan with company match
• Hybrid/flexible work environment

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level