The Grill Room

Julia Alexander reunites with Dylan to chew over the media industry’s latest soap operas: South Park’s satirical take on Trump and Paramount, the unfolding legal battle between Trump and Rupert Murdoc...

25 Jul 202549min

Dylan sits down with an anonymous, plugged-in investment banker in the media space to peel back the curtain on Substack’s recent $100 million raise—and the staggering $1.1 billion valuation that came ...

22 Jul 202541min

Julia Alexander reunites with Dylan for a wide-ranging chat about the most pressing plotlines consuming the media industry: what Substack’s recent $1.1 billion evaluation portends for the creator econ...

18 Jul 202556min

John Ourand joins Dylan to dissect Apple’s $150 million bid for F1’s U.S. media rights—and what it reveals about the company’s growing ambitions in live sports. They also examine why ESPN, facing a ne...

15 Jul 202543min

Julia Alexander reunites with Dylan to delve into how A.I. services like ChatGPT are cutting into Google’s search market share—and how Google’s new A.I. tools may be cannibalizing its own business. Th...

11 Jul 20251h 1min

Wall Street Journal’s Josh Dawsey joins Dylan to discuss how the recent $16 million settlement between Trump and Paramount came to fruition—a far cry from Trump’s initial demand of $100 million. They ...

8 Jul 202535min

Julia Alexander rejoins Dylan to pick up where they left off on Tuesday, shifting the focus to legacy media’s slow unraveling and the uphill climb of the creator economy in the news space. They dig in...

4 Jul 202537min

Julia Alexander reunites with Dylan to address a handful of media industry questions and provocations: why YouTube’s success with niche content doesn’t mean Netflix should necessarily follow suit, how...

1 Jul 202543min