The Grill Room

Fox Gets Ruthless

15 snips
Aug 12, 2025
Join Josh Holmes, a seasoned GOP strategist and co-host of the Ruthless Podcast, alongside Shashank Tripathi, aka Comfortably Smug, a witty conservative Twitter personality. They dive into their new partnership with Fox News, emphasizing the need for humor in conservative media. The duo shares insights on their journey from casual Zoom calls to a popular podcast, reflecting on the evolution of political commentary and the challenges posed by legacy media. They also discuss the significant impact of Trump's election on the media landscape.
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ANECDOTE

Perfect Deck Coincidence

  • Shashank Tripathi brought a pitch and found Josh already had the same deck printed.
  • They realized their satirical media idea aligned and decided to launch together.
ANECDOTE

Started As A Zoom Happy Hour

  • During COVID the crew turned end-of-day Zoom happy hours into a testing ground for show ideas.
  • Those casual bourbon-and-horse-bet sessions evolved directly into the podcast format.
INSIGHT

Conservative Media Lacked Humor

  • The conservative podcast space lacked comedy and felt like endless anger.
  • Josh Holmes says the market was missing humor and satire.
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