TMT WEBINAR SERIES
AI, Value and M&A in Media
Most discussions about AI and media tend to stay broad, focusing on how “AI is changing everything.” This webinar narrows the focus to what truly matters: how AI is currently impacting M&A activities and the valuation of media assets. Grant Thornton and Oaklins DeSilva+Phillips have assembled a panel of industry experts—including media company leaders, AI experts, dealmakers and analysts—who have experienced multiple disruptions and are now actively engaged in the AI transition. This isn’t just speculation; it’s a look at how these professionals see AI impacting the value of media assets.
This webinar will explore emerging value trends, identify current buyers and their price points, and the new questions companies will need to address during diligence . It will feature specific deal examples, honest insights, and a Q&A session—tailored for CFOs, corporate development leaders, investors, and media operators seeking a clearer understanding of the deal landscape before their next transaction or planning cycle. Participants will leave with a clearer perspective on where value is headed next.
📅 Wednesday, September 30, 2026
🕒 1:00 PM EDT, 7:00 PM CEST
Attendees will gain insights into:
- Identify where AI is shifting valuation in media M&A.
- Apply updated diligence questions to AI-driven deals and investments.
- Assess the durability of AI-driven value for their own organization.
👉🏻 Register here
Meet our moderator
Partner
Moses Singer
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Rob Rosenberg is a partner in Moses Singer’s Intellectual Property, Entertainment/Media & Technology, and AI & Data Law practice groups and Managing Director of MS Strategic Solutions. He is a Senior Advisor at Oaklins DeSilva+Phillips. A former EVP and General Counsel of Showtime Networks, Rob brings more than two decades of experience at the intersection of media, technology, law and business. He advises clients on complex transactions, intellectual property, AI, content and software licensing, distribution, privacy and strategic initiatives. Rob has also served as an expert witness and writes Technotainment Scorecard, a weekly Substack exploring developments in technology, media and law
Meet our speakers
Managing Director
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Jon Guttenberg is a managing director at Oaklins DeSilva+Phillips in New York, closing M&A transactions across media, marketing services, adtech, events, healthcare, consumer products, education and technology. He previously ran his own strategic advisory firm, advising companies on strategy, operations, product development, fundraising and partnerships, often in interim management roles. Jon was CEO of GOOP.com, an outdoor recreation content company, and co-founder of LocalAlert, a mobile news service later acquired. He held senior roles at Epsilon, Random House, Viacom and Columbia Pictures across M&A and digital media. Jon has helped launch six cable channels, two film production companies, and one of the earliest e-commerce companies. He graduated from the University of Pennsylvania.
Vice Chairman, Media
DMGT
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Rich Caccappolo is Vice Chairman, Media at and CEO of DMGT, where he focuses on strategic initiatives shaping the future of news publishing. He brings three decades of leadership experience across media, technology and business transformation. Rich joined MailOnline, the Daily Mail’s global digital platform, as COO in 2013 and became CEO of DMG Media in 2021, playing a key role in its commercial growth. Earlier, Rich led technology and new media initiatives for U.S. Senator Bob Kerrey’s 2012 Senate campaign, served as CTO of eMusic, was President of Creative Commerce LLC, and served as CTO of iVillage. His current work spans media strategy, AI and long-term growth.
Partner, Practice Lead, AI & Data
Grant Thornton
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Sueet Mahajan is a partner and practice lead, AI & Data at Grant Thornton, enables clients to unlock measurable value with AI and data by linking business strategy to AI strategy and guiding build/buy/partner decisions. He has extensive experience leading end-to-end AI, machine learning, and data initiatives—spanning strategy through deployment—focused on finance, supply chain, operations, and revenue management. He has also helped some of the world’s largest companies build internal data and AI capabilities at scale. Prior to joining Grant Thornton, he held multiple leadership roles at Accenture, including North America Head of AI. Organizationally, Sumeet is accountable for Grant Thornton’s AI and Data capabilities and assists clients in making AI real, responsible, and results driven.
Chaos Cartographer
ESHAP
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Evan Shapiro is widely known as The Media Cartographer. Evan is a Webby, Emmy, and Peabody award winning Creator, thought leader, and industry expert. Shapiro writes the Media War & Peace newsletter and co-hosts The Media Odyssey podcast.
