Head of Corporate Development

the role of M&A in creating long-term shareholder value. M&A Execution Lead end-to-end execution of acquisitions from initial evaluation through signing and closing. Develop valuation analyses, financial models, synergy assessments, and investment recommendations. Structure and negotiate letters of intent, term sheets, purchase agreements, and other transaction documents. Lead cross-functional due diligence across finance, legal, product, technology, commercial, HR, tax, accounting, and operations. Manage outside legal counsel, financial advisors, accounting firms, and other transaction partners. Drive transaction timelines, coordinate internal stakeholders, and ensure successful execution through closing. Financial Analysis and Decision Support Evaluate target company business models, financial performance, growth drivers, unit economics, and key risks. Build sophisticated financial analyses, including valuation, scenario modeling, accretion/dilution, and return analyses. Assess strategic and financial synergies, integration considerations, and long-term value creation opportunities. Prepare investment recommendations and executive materials for the CEO, Board of Directors, and shareholders. Executive Partnership Serve as a trusted advisor to the CEO, CFO, and executive leadership team on acquisition strategy and strategic investments. Build trusted relationships with founders and executive teams of acquisition targets. Support communications with the Board, investors, lenders, and shareholders regarding strategic transactions. Partner closely with Finance, Legal, Product, Strategy, and Business leaders throughout the transaction lifecycle. To thrive in this role, you have: Required Experience 8–10+ years of experience in corporate development, mergers and acquisitions, investment banking, private equity, or a combination thereof, with substantial experience leading complex M&A transactions. Corporate development experience in the consumer technology sector with a successful acquisition track record strongly preferred. Demonstrated experience independently leading acquisitions from strategy and valuation through negotiation, diligence, signing, and closing. Deep understanding of transaction structuring, valuation methodologies, deal mechanics, accounting considerations, and corporate finance. Experience managing outside legal counsel, financial advisors, and cross-functional diligence teams. Experience preparing and presenting recommendations to executive leadership, Boards of Directors, investors, and shareholders. Skills and Capabilities Exceptional financial modeling, valuation, and analytical skills. Strong strategic thinking with the ability to connect acquisitions to long-term business objectives. Outstanding negotiation and influencing skills, with the judgment to balance strategic opportunity, financial discipline, and execution risk. Excellent executive communication and presentation skills. Ability to lead complex cross-functional initiatives while influencing without direct authority. High degree of ownership, intellectual curiosity, sound judgment, and attention to detail. \n \n PlayOn is where high school sports come to life. Through GoFan, NFHS Network, and MaxPreps, we give every fan a front-row seat to the moments that matter most: the buzzer-beaters, the comeback wins, the senior nights, the rivalries that define a town. We built our technology for the people who live and breathe high school athletics — the parents who never miss a game, the alumni still cheering from across the country, the communities that show up week after week. From buying tickets to watching a live stream to reliving the highlights, we make it simple to stay close to the sports and the athletes you love most. Backed by KKR, we build the technology that powers high school athletics from the inside out: Schools trust us to handle ticketing, streaming, fundraising, concessions, merchandise, and more so the people running programs can stay focused on the athletes and fans we all serve together. We're a growth-stage company on a mission to make high school sports more accessible, more memorable, and more connected than ever before. 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.

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