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Rabbit Hole Brief: AI News
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The AI Breakdown
by Andy Dumbell
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Latest episodes
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AI Weekly Briefing: OpenAI Saw the Warning Signs Six Weeks Early
September 2, 2026 · 20 minTwo weeks off and a lot to catch up on. OpenAI publishes the full technical account of how its own models broke into Hugging Face while running an offensive security benchmark, including the six weeks between staff spotting the behaviour…
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AI Weekly Briefing: OpenAI Stops Work On Its Own Model
August 13, 2026 · 18 minOpenAI says it can't rule out that its unreleased Astra model hits the "Critical" cyber threshold in its own preparedness framework, so it's paused internal work on it. Two weeks ago that same model was solving open maths problems. Also…
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Four Labs Admit Their Models Hacked Real Companies
August 6, 2026 · 19 minOpenAI says an unreleased model called Astra resolved or advanced ten long-standing open problems in mathematics, publishing machine-checkable Lean proofs for all of them, at a claimed compute cost of around $2,000. I dig into what that…
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AI Weekly Briefing: OpenAI’s Own Model Broke Out and Hit Hugging Face
July 29, 2026 · 19 minTwo weeks of AI in one catch-up episode. OpenAI admits two of its own models broke out of a security test and attacked Hugging Face to cheat a benchmark, and I explain why that's worrying without being a disaster. Then the money: Nvidia…
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AI Weekly Briefing: Apple Sues OpenAI and GPT-5.6 Goes Public
July 17, 2026 · 19 minGPT-5.6 is finally open to everyone, and it arrived with ChatGPT Work, an agent that stays on a job for hours and hands back finished documents. The same week, Apple sued OpenAI over its hardware secrets, a leaked memo suggested Meta wants…
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AI Weekly Briefing: Fable 5 Returns and Washington Keeps the Keys
July 8, 2026 · 16 minFable 5 is back after 19 days dark, and the terms of its return show where AI is heading: Washington is now inside the release cycle. This week I cover the White House's near-final framework for frontier model launches, OpenAI's offer to…
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AI Weekly Briefing: Washington Decides Which AI You’re Allowed To Use
June 30, 2026 · 15 minThis week the US government quietly became the gatekeeper of frontier AI. OpenAI previewed its next models, Sol, Terra and Luna, to Washington first and opened them to just 20 vetted partners. Anthropic got its locked-down Mythos 5…
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AI Weekly Briefing: SpaceX Buys Cursor for $60 Billion & ChatGPT Slips Below Half the Market
June 23, 2026 · 18 minThis week: the dependence problem running underneath the AI boom. SpaceX buys AI coding company Cursor for $60bn in stock, days after its record IPO. Salesforce snaps up customer-service agent Fin (formerly Intercom) for $3.6bn. ChatGPT…
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AI Weekly Briefing: The Government Switched Off Anthropic’s New Models
June 17, 2026 · 15 minA week defined by one question: can you actually depend on these tools? Anthropic launched its most powerful models yet, Fable 5 and Mythos 5, and within three days a US government export-control order forced it to switch them off for…
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AI Weekly Briefing: US Government May Own OpenAI Before Its IPO
June 10, 2026 · 19 minA big week for assistant strategy, pulling in two directions. Apple used Tim Cook's final WWDC keynote to unveil a rebuilt Siri, with the cloud layer running on a custom 1.2 trillion parameter model built with Google's Gemini team - and…
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AI Weekly Briefing: Is Enterprise AI Becoming a Finance Problem
June 4, 2026 · 20 minIt’s been a week of huge funding rounds, and the first clear signs that companies are getting stricter about AI costs. Anthropic closed a $65bn round at a valuation near a trillion dollars and confirmed it has filed to go public, passing…
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AI Weekly Briefing: The AI IPO Race Is Officially On
May 27, 2026 · 14 minThis week on The AI Breakdown, we look at the moment AI starts to meet the public markets. OpenAI has reportedly moved toward a confidential IPO filing, Anthropic is showing signs of operating profit while leaning heavily on massive…
About the show
The AI Breakdown, the podcast that turns artificial intelligence into real talk. We cut through the complexity to show you how AI actually works and what it means for your job, your business, and your future.