Entertainment industry veteran Charlie Collier joins Michael Kassan to unpack how Roku is transforming fragmentation into advantage – emerging as the modern “lead-in to all television,” proving interoperability beats walled gardens, and turning the home screen into a vibrant cultural canvas in its own right. Along the way, they dive into leadership philosophies, creative risk-taking, and the seismic shifts that will define who wins the next era of streaming.

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Michael sits down with Tim Armstrong - Google trailblazer, AOL reinventor, and Flowcode founder - to decode the next frontier of marketing: turning every real-world interaction into a high-impact, data-rich connection. It’s sharp, surprising, and packed with the kind of insights only a true transformation architect can deliver.

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From Enchanted to Bones to Kiss of the Spider Woman, Barry Josephson has mastered the art of turning imagination into impact. From overseeing a slate of Hollywood hits as President of Production at Columbia to producing culture-shaping stories at Josephson Entertainment, he joins Michael Kassan to unpack the alchemy of storytelling in a tech-driven world where creativity, courage, and curiosity collide to shape the future of entertainment

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From the Air Force to the frontlines of cybersecurity, HUMAN CEO Stu Solomon has built a career around one mission: protecting what’s human. In a world where AI bots increasingly outnumber people online, he joins Michael Kassan to explore how leaders can safeguard digital integrity, build trust, and lead with humanity in the next era of digital transformation.

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From Ask.com to Tinder to CBS Interactive, Jim Lanzone has spent his career redefining how we connect online. In this episode, he joins Michael to share how he’s reimagining a 30-year-old internet icon for a new era, leading Yahoo through a bold new chapter defined by innovation, trust, scale, and cultural impact.

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Stephen Upstone has spent two decades proving that AI isn’t just a tool, it’s the new operating system for brand advertising. In this episode, the LoopMe Founder and CEO joins Michael to reveal why mobile apps and gaming are marketing’s most undervalued frontiers, how the mid-funnel is becoming the next big battleground, and what it takes to turn disruption into lasting competitive advantage.

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From Disney to Condé Nast, Lisa Valentino has helped shape some of the most iconic media businesses. And now, as President of Best Buy Ads, she’s turning a trusted retailer into a modern media powerhouse. In this episode, Lisa and Michael unpack how scale, data, and creativity are transforming retail media, why storytelling still matters in a metrics-obsessed world, and how AI, culture, and commerce are colliding to redefine the future of media.

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Buckle up as Jordan Zimmerman reveals how “brand-tailing,” hyperlocal precision, and AI-powered innovation fueled the rise of one of the world’s largest agencies. In this episode, Jordan proves that outcomes beat accolades and leaves listeners with actionable insights on grit, growth, and reinvention.

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From music to media to fintech, Frank Cooper has built a career by seeing around corners, and now as CMO of Visa, he’s redefining what it means to build a global brand in a borderless, tech-driven world. In this episode, Frank shares how culture drives commerce, why AI must serve human creativity, and what it takes to lead through complexity with clarity.

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Edgar Hernandez is turning cultural intelligence into business growth and building the infrastructure to scale it. In this episode, he joins Michael to share how he’s redefining growth audience marketing, producing culture-shaping content, and helping brands lead with purpose, empathy, and long-term relevance in an increasingly diverse world.

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James Rooke, President of Comcast Advertising, is leading a bold transformation of the TV ad marketplace, making premium video more accessible, more measurable, and far less complicated. In this episode, he unpacks how he's breaking down industry silos, simplifying access for marketers, and challenging Big Tech’s dominance with a powerful call for transparency, consistency, and next-gen innovation in media.

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