Journalists or Creators? How Media Entrepreneurs Are Resh...

What this episode covers

Legacy media isn’t dead, but journalists are leaving traditional outlets in swarms to launch their own newsletters, podcasts and social media ventures, and they may be forcing a reboot. As one of the early media entrepreneurs (and a trusted advisor to many of those who aspire to follow in her footsteps), Kara sits down to discuss the current landscape with Oliver Darcy, founder of the “must-read” media newsletter “Status”; Katie Drummond, Wired’s global editorial director; and Dave Jorgenson, The Washington Post's former “TikTok Guy”, who has recently launched his own site, Local News International. In a freewheeling conversation, they unpack the challenges of audience capture, the looming shadow of AI, and the surprising (financial) realities of being an independent journalist. Questions? Comments? Email us at [email protected] or find us on YouTube, Instagram, TikTok and Bluesky @onwithkaraswisher. Learn more about your ad choices. Visit podcastchoices.com/adchoices

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This episode is 1 hour and 0 minutes long.

When was this On with Kara Swisher episode published?

This episode was published on July 31, 2025.

What is this episode about?

Legacy media isn’t dead, but journalists are leaving traditional outlets in swarms to launch their own newsletters, podcasts and social media ventures, and they may be forcing a reboot. As one of the early media entrepreneurs (and a trusted advisor...

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