The Director of Sales will strategize and generate revenue through multichannel advertising and brand partnerships, mentor teams, and manage client relationships.
PlayOn is looking for a highly strategic, growth-minded Director of Sales to generate meaningful multichannel advertising and brand partnerships revenue for MaxPreps and the broader PlayOn portfolio including NFHS and GoFan. The ideal candidate will be a self-starter who’s able to build and influence marketplace strategy, manage and mentor sellers, and drive deal flow and pipeline development. Reporting to the SVP, National Sales, this role will operate cross-functionally to re-introduce the MaxPreps brand in-market, educate brands on the power of high school sports, and quickly scale revenue.
The Outcomes You’ll Deliver
- Revenue Generation – Achieve aggressive quarterly and yearly national advertising and brand partnership sales goals for MaxPreps and broader PlayOn portfolio
- Client Penetration & Growth – Build impactful relationships within key holding companies, strategic agencies, and direct clients
- GTM Strategy – Influence and execute the GTM sales approach for key sales regions (e.g. East Coast, Midwest, West Coast, and South – location dependent)
- Creative Ideation – Establish feedback loops and workflows that help MaxPreps and PlayOn build and develop new, creative branded products and offerings
- Talent Development –Mentor and retain a diverse, empowered team of sellersand contributors with a strong culture of ownership, innovation, and continuous learning
In this Role, You Can Expect To
- Own quarterly and annual team revenue targets in key regions (including personal quotas)
- Lead relationship development with key ad agencies, direct clients, and the entire media buying and planning chain
- Pursue and close challenging and strategic accounts, while negotiating complex deals at top management levels
- Partner with the talent team and senior management to recruit, manage, and empower team of market-specific sellers and contributors tasked with driving direct brand partnerships revenue spanning display, video, social, and content
- Develop and execute creative sales strategies across all platforms to maximize revenue
- Evaluate the performance of advertising sales programs against desired outcomes and provide effective feedback to key internal stakeholders
- Organize and implement market-specific client entertainment initiatives
- Build ongoing feedback and strategy loops with sellers and team contributors, and perform performance reviews
- Serve as the market-specific lead on meticulous Salesforce pipeline reporting
- Communicate and collaborate internally with other departments including Executive Management, Marketing Strategy, Ad Operations, Strategic Planning, and Content / Editorial
To Thrive in this Role, You Have
- Bachelor's Degree and 7+ years multichannel media sales experience
- Existing relationships with holding companies (e.g. Publicis, Dentsu, GroupM, OMG, Havas, IPG, etc.) and direct clients, including C-level contacts
- Demonstrated track record of exceeding revenue targets
- Proven success in acquiring new business and stewarding high-level client and agency relationships that drive revenue growth
- Experience managing teams and/or projects with strong performance and results
- Deep experience with negotiating, structuring, and closing multichannel brand partnerships
- Creative “big picture” mindset and problem-solving attitude that can help influence GTM strategies
- Ability to thrive in multiple sales environments (remote and in-person) and effectively work with others to achieve broader business results
- Organized, strategic thinker who’s able to take concepts to reality
- Strong written and verbal communication skills
- Interest in and enthusiasm for high school and broader sports marketplace
- Understanding of the digital landscape including Display, Video, Audio, Social, Branded Content, Events, Data/Targeting, Ad Measurement, and more
How You Play
- Ownership over Participation- You take responsibility for achieving holistic outcomes, prioritize key objectives, and adapt quickly when situations require a different approach. You follow through even against the toughest challenges.
- Team over Stars- You are a bridge builder, establishing processes and relationships with teams outside your own. You work to rally around common goals, find win-win solutions, compromise when necessary, and help others succeed.
- Growth over Comfort- You are driven by a desire to grow and actively seek opportunities to expand your comfort zone, skills, and confidence. You embrace new challenges with curiosity, accepting discomfort and failure as opportunities to learn.
- Fairness over Popularity- You approach decisions with a scientist’s mindset, challenging your assumptions and remaining objective. You consider long-term impact rather than relying on short-term gains, proactively seek others’ perspectives, and manage emotions in decision-making.
Company Overview
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.
Why you’ll love working at PlayOn
Product, potential, and people. We’re a leader in the high school event space, constantly evolving our product to meet the needs of administrators. We focus on solving real challenges, learning quickly, and creating impactful solutions.
This is a growth-stage company, meaning your contributions have real impact. You’ll have opportunities to grow your skills, tackle meaningful problems, and make a difference in the lives of schools and the students and fans they serve.
Our culture is built on accountability, collaboration, growth, and fairness. We don’t just show up—we show up for each other. Everyone wears the same jersey, and we play hard, make the extra pass, and cheer one another on. Losses teach us, challenges motivate us, and persistence drives us forward. We value integrity over shortcuts, choosing to do what’s right even when it’s hard. Together, we strive to be better every day—because we know that’s how we win as a team.
The Benefits We Offer
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
Note: Must be a full-time employee to participate in the company’s employee health benefit plan. Part-time employees and interns are not eligible to participate.
Top Skills
Digital Advertising
Salesforce
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