David Dembowski

Global Executive and Organizational Leader

The future of media is being rewritten at the intersection of AI, advertising, streaming, sports, commerce, and data. My career has been focused on helping media companies navigate—and capitalize on—that transformation.

For more than two decades, I have built and led global revenue organizations across SaaS, media technology, AdTech, and data monetization, partnering with many of the world's largest broadcasters, publishers, sports leagues, and technology companies.

Today, as Chief Revenue Officer at Operative, I lead global sales, marketing, and professional services across more than 20 international markets, helping shape the technology that powers modern media businesses.

My work sits at the convergence of media, technology, and commercial strategy. Operative's platforms help power advertising for many of the world's largest live sporting events, including the Super Bowl, the Olympic Games, the FIFA World Cup, and leading professional leagues such as the NFL, NBA, MLB, and MLS. These experiences have provided a front-row seat to the evolution of media rights, streaming, audience engagement, and advertising economics.

Throughout my career, I have led organizations through major industry transitions—from traditional broadcast workflows to cloud-based operations, from direct sales to data-driven advertising, and now from automation to Agentic AI. I believe the next generation of competitive advantage will come from organizations that successfully combine trusted brands, first-party data, intelligent automation, and human expertise.

I am passionate about building high-performing teams, scaling global revenue engines, and helping organizations transform complexity into competitive advantage. Along the way, I have negotiated complex enterprise partnerships, led international go-to-market strategies, and received industry awards for innovation in AI-powered advertising technology.

Outside of my day-to-day responsibilities, I regularly write about the forces reshaping the media industry—including AI, streaming, sports business, advertising technology, leadership, and digital transformation. My goal is to connect emerging technology with practical business strategy and help executives prepare for what comes next.

I completed MIT Sloan's Implementing Agentic AI executive education program and remain deeply engaged in how AI is transforming enterprise software, media, and customer engagement.

If you're interested in the future of media monetization, AI strategy, sports business, coupled with tangible outcomes and enterprise growth, I'd be glad to connect and continue the conversation.

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David Dembowski

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