Henry Blodget on the Software Selloff Hysteria and the Problem for OpenAI
A year ago, all of the talk was about how the big AI companies were wildly overvalued. Everyone was calling it a bubble. Fast forward to now, and a dominant idea in the markets is that AI is so powerful that all kinds of legacy businesses — particularly software — could go to zero. So where does the truth lie? And what now for AI valuations? On this episode, recorded live at the On Air podcast festival in Brooklyn on February 25, we catch up again with Henry Blodget, the former Wall Street analyst turned Business Insider CEO, who is now the founder of Regenerator. In a wide-ranging conversation, Henry argues against the software doom scenario, and sees problems for OpenAI as it faces massive spending costs with stiff competition.
Subscribe to the Odd Lots Newsletter
Join the conversation: discord.gg/oddlots
See omnystudio.com/listener for privacy information.
Never Ever Getting Back Together? The Trump/Elon Breakup
After reportedly speaking to President Trump on the phone, Elon Musk took to Twitter, on Wednesday, to say he regrets “some” of his tweets about President Trump — but that doesn’t mean all is forgiven. As the dust settles on last week’s cross-platform showdown, the long-term consequences from the breakup of the world’s richest man and its most powerful one are just beginning to emerge.
So, Kara gathered a panel of four expert guests to unpack how the feud ignited, who holds the most leverage, why a ceasefire took place, if it’ll last, and what it all means for the future of tech, politics and power.
Henry Blodget is the co-founder and former CEO of and editor-in-chief of Business Insider. Before that, he was a tech analyst on Walls Stree. You can find him on Substack at Regenerator.
Kirsten Grind is an investigative business reporter at The New York Times, the author of two books, and the winner of more than a dozen national awards.
Kristen Soltis Anderson is a pollster, contributing Opinion writer for The New York Times, author, and co-founder of Echelon Insights.
Rick Wilson is a former Republican political strategist and ad-make. He is a co-founder of the Lincoln Project and you can find him on Substack or listen to his podcast The Enemies List.
Questions? Comments? Email us at on@voxmedia.com or find us on Instagram, TikTok, and Bluesky @onwithkaraswisher.
Learn more about your ad choices. Visit podcastchoices.com/adchoices
Henry Blodget on AI, Dot-Coms, and What's Changed In 25 Years
What does history say about how big the AI boom can get, and who will ultimately win out? When does a boom turn into a bubble that turns into a bust? On this episode of the podcast, we speak to Henry Blodget, the founder of Business Insider (and Joe's old boss there). In the late '90s, Henry was one of the most well-known Wall Street analysts covering internet stocks, before the crash and recriminations, which ended up in his lifetime ban from the industry. His new project is a publication called Regenerator, which will again focus on business and tech. We discuss the state of the AI boom, and what lessons we can draw from the dot-com era. We also talk politics, what's changed on Wall Street over the last 25 years or so, and a bit on the state of the media business.
Only Bloomberg.com subscribers can get the Odd Lots newsletter in their inbox — now delivered every weekday — plus unlimited access to the site and app. Subscribe at bloomberg.com/subscriptions/oddlots
See omnystudio.com/listener for privacy information.