Navigating Media Entrepreneurship: Speed and Versatility in Content Creation

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.

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