Odd Lots
Odd Lots

Henry Blodget on the Software Selloff Hysteria and the Problem for OpenAI

March 7, 2026

AI Summary

5 min read

🎙️ The Voices & The Context

  • The Format: Live taping of a casual interview podcast at On Air Fest 2026, blending finance banter with deep dives into AI's disruptions.
  • The Key Players:
    • Hosts: Joe Wiesenthal & Tracy Alloway – Bloomberg's Odd Lots duo, known for witty market breakdowns; their chemistry shines in playful jabs at AI replacing them.
    • Guest: Henry Blodgett – CEO of Regenerator, ex-Business Insider head and Wall Street analyst; famous for dot-com era insights and bold media experiments.
  • The Vibe: Fun and educational with optimistic realism – lively crowd energy, humorous AI doomerism roasts, but grounded warnings on hype.

🗝️ Key Themes & Topics

The episode unpacks AI's wild market swings, job myths, and media shakeup through dot-com parallels, blending euphoria, skepticism, and strategy.

  • Topic 1: AI Valuations & Market Volatility – Shift from last year's OpenAI shock ($300B to $800B), Citrini's "doom" newsletter sparking selloffs in software stocks, yet Henry calls it early-stage like 1990s internet; no Armageddon, just risk repricing.
  • Topic 2: Job Disruption vs. Creation – AI won't end jobs (cites 93% farm worker drop to 2%, yet more total jobs); bigger risk is rogue AI agents; new roles unclear but history favors adaptation; media safe via human trust.
  • Topic 3: AI in Media & Business Models – Henry's AI

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What you'll learn

  • 1 (00:00) **🎙️ Introduction: Henry Blodgett**
  • 2 (03:18) **AI Everywhere in Markets and Media**
  • 3 (04:30) **Updating Views on AI Valuations**
  • 4 (06:00) **Citrini's 2028 Doom Scenario**
  • 5 (07:48) **Software Stocks Under Pressure**
  • 6 (10:15) **AI vs. Historical Job Disruptions**
  • 7 (11:35) **Challenges Seeing New AI Jobs**

+ Full timestamped outline available in the app

Show Notes

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.

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