The Messy Web of AI Guardrails

Pope Leo Challenges Silicon Valley's AI Vision

Jason Howell and Jeff Jarvis dig into Pope Leo XIV's 42,300-word encyclical on AI and humanity, Silicon Valley's last-minute lobbying campaign that killed Trump's AI executive order, and Anthropic's Project Glasswing: 10,000+ critical vulnerabilities found using Claude Mythos Preview across the most important software in the world. Also in this episode: AI-generated pro se lawsuits overwhelming federal courts, DeepSeek making its 75% price cut permanent at 34x cheaper than GPT-5.5, AI chatbots automating debt collection, a prompt injection bug inside Google AI Overviews, Robinhood's AI trading agents, Micron's $1 trillion market cap milestone, Suno's $5 billion raise, and more. Full episodes, show notes, and subscribe links at aiinside.show. Note: Time codes subject to change depending on dynamic ad insertion by the distributor. CHAPTERS: * 0:00 - Start * 0:03:18 - Pope Leo Warns of Risks From A.I. in 42,300-Word Encyclical [https://www.nytimes.com/2026/05/25/world/europe/pope-leo-encyclical.html] * 0:03:44 - The encyclical [https://www.vatican.va/content/leo-xiv/en/events/event.dir.html/content/vaticanevents/en/2026/5/25/enciclica-magnifica-humanitas.html] * 0:05:04 - Jeff's good bits [https://medium.com/whither-news/pope-leo-and-human-intelligence-1a30321424e4] * 0:26:14 - Pressure from Silicon Valley helped block Trump’s expected order on AI [https://www.washingtonpost.com/politics/2026/05/22/last-minute-lobbying-by-tech-industry-officials-led-trump-cancel-ai-order/] * 0:31:45 - DeepSeek To Make Permanent 75% Discount on Flagship AI Model [https://www.bloomberg.com/news/articles/2026-05-23/deepseek-to-make-permanent-75-discount-on-flagship-ai-model] * 0:41:52 - Project Glasswing: An initial update [https://www.anthropic.com/research/glasswing-initial-update] * 0:49:35 - Artificial Intelligence Floods Court Dockets with Home-Brewed Lawsuits [https://www.nytimes.com/2026/05/25/us/politics/artificial-intelliegence-courts.html] * 0:52:57 - AI Is Taking Over the Most Cursed Job in the World [https://www.wired.com/story/ai-takes-over-debt-collection/] * 0:57:04 - Google’s AI search is so broken it can ‘disregard’ what you’re looking for [https://www.theverge.com/tech/936176/google-ai-overviews-search-disregard] * 1:01:16 - Spotify is narrating magazine articles now [https://www.theverge.com/entertainment/937126/spotify-long-form-magazine-article-narration-availability] * 1:05:21 - ElevenLabs’s new music generation model can switch genres mid-track [https://techcrunch.com/2026/05/27/elevenlabss-new-music-generation-model-can-switch-genres-mid-track/] * 1:06:38 - Robinhood Lets Customers Use AI to Trade Stocks, Make Credit-Card Purchases [https://www.wsj.com/tech/ai/robinhood-lets-customers-use-ai-to-trade-stocks-make-credit-card-purchases-f28467ed?st=hSM5Yq&reflink=desktopwebshare_permalink] * 1:07:20 - Micron hits $1 trillion market cap for the first time as stock surges 19% [https://www.cnbc.com/2026/05/26/micron-stock-trillion-market-cap.html] * 1:08:33 - Scoop: Bond to lead round in music generator Suno, valuing it over $5B [https://www.axios.com/pro/all-deals/2026/05/26/suno-spotify-remix-bond-raise] Hosts: Jason Howell and Jeff Jarvis Guest: NAME (if any, eliminate if none)  Download and subscribe to AI Inside in audio and video: https://aiinside.show/ [https://aiinside.show/]  Support the podcast on Patreon for special perks: https://www.patreon.com/aiinsideshow [https://www.patreon.com/aiinsideshow]. You'll get ad-free episodes, members-only Discord, T-shirts and stickers you love, and get ad-free audio and video feeds, a members-only Discord, and exclusive content. Learn more about your ad choices. Visit megaphone.fm/adchoices [https://megaphone.fm/adchoices]

Google Changes Search for the First Time in 25 Years

Jason Howell and Jeff Jarvis break down everything from Google I/O 2026, where the company made its strongest case yet for winning the AI race. Gemini 3.5 Flash and Gemini Spark were unveiled, AI agents are now doing the searching instead of returning links, and Google's reach extended into design, science, YouTube, and shopping. Jason also demos Genie World Models live. Also in this episode: Andrej Karpathy joins Anthropic, Anthropic acquires a major dev tools startup, Amazon Alexa+ can now generate podcast episodes, Elon Musk's latest lawsuit drama, and a growing American rebellion against AI. Speed round includes the OpenAI IPO, xAI's coding agent, Meta's AR glasses, and more. New episodes every Wednesday at aiinside.show Note: Time codes subject to change depending on dynamic ad insertion by the distributor. CHAPTERS: * 0:04:31 - Everything announced at Google I/O 2026 [https://www.cnet.com/news-live/google-io-2026-live-news-updates/] *              - Times: How Google Is Starting to Win the A.I. Race [https://www.nytimes.com/2026/05/19/technology/personaltech/google-gemini-ai.html] * 0:22:42 - A new era for AI Search [https://blog.google/products-and-platforms/products/search/search-io-2026/] *              - Gemini 3.5: frontier intelligence with action [https://blog.google/innovation-and-ai/models-and-research/gemini-models/gemini-3-5/] * 0:27:53 - Google Launches Gemini Spark: A 24/7 AI Agent That Wants to Make You Ditch OpenClaw [https://decrypt.co/368389/google-gemini-spark-ai-agent-challenge-hermes-openclaw] * 0:44:35 - OpenAI co-founder Andrej Karpathy joins Anthropic [https://www.axios.com/2026/05/19/anthropic-openai-karpathy-andrej-claude] * 0:46:32 - Anthropic has acquired the dev tools startup used by OpenAI, Google, and Cloudflare [https://techcrunch.com/2026/05/18/anthropic-has-acquired-the-dev-tools-startup-used-by-openai-google-and-cloudflare/] * 0:55:20 - Amazon’s new Alexa+ powered feature can generate podcast episodes [https://techcrunch.com/2026/05/18/amazons-new-alexa-powered-feature-can-generate-podcast-episodes/] * 0:57:27 - The Art of War, Elon Musk Edition: How to Lose a Lawsuit and Still Claim Victory [https://www.wsj.com/tech/the-art-of-war-elon-musk-edition-how-to-lose-a-lawsuit-and-still-claim-victory-4dc03002?mod=hp_lead_pos4] * 0:59:30 - The American Rebellion Against AI Is Gaining Steam [https://www.wsj.com/tech/ai/the-american-rebellion-against-ai-is-gaining-steam-94b72529?mod=hp_lead_pos1] * 1:01:46 - NextEra Energy to buy Dominion in deal that unites two key players in race to power AI data centers [https://www.cnbc.com/2026/05/18/nextera-nee-dominion-energy-d-data-center-ai.html] * 1:04:42 - Pope Leo XIV will publish his first encyclical, Magnifica Humanitas, on May 25, with Anthropic co-founder Christopher Olah joining the launch panel at the Vatican [https://www.bloomberg.com/news/articles/2026-05-18/anthropic-s-co-founder-to-launch-encyclical-on-ai-with-pope-leo] * 1:06:25 - Linus Torvalds says AI-powered bug hunters have made Linux security mailing list ‘almost entirely unmanageable’ [https://www.theregister.com/security/2026/05/18/linus-torvalds-says-ai-powered-bug-hunters-have-made-linux-security-mailing-list-almost-entirely-unmanageable/5241633] * 1:08:57 - Meta brings virtual writing to everyone with Meta Ray-Ban Display glasses [https://www.theverge.com/tech/930941/meta-ray-ban-display-virtual-neural-handwriting-apps-developer] * 1:10:36 - Musk’s xAI Unveils First Coding Agent in Bid to Rival Anthropic [https://www.bloomberg.com/news/articles/2026-05-14/musk-s-xai-unveils-first-coding-agent-in-bid-to-rival-anthropic] * 1:10:59 - OpenAI is Preparing to File for an IPO Very Soon [https://www.wsj.com/tech/ai/openai-is-preparing-to-file-for-an-ipo-very-soon-0ec95af5?st=6pJKH3&reflink=article_copyURL_share] Hosts: Jason Howell and Jeff Jarvis Download and subscribe to AI Inside in audio and video: https://aiinside.show/ [https://aiinside.show/]  Support the podcast on Patreon for special perks: https://www.patreon.com/aiinsideshow [https://www.patreon.com/aiinsideshow]. You'll get ad-free episodes, members-only Discord, T-shirts and stickers you love, and get ad-free audio and video feeds, a members-only Discord, and exclusive content. Learn more about your ad choices. Visit megaphone.fm/adchoices [https://megaphone.fm/adchoices]

Google's New Laptop Category is Called Googlebook

Jason Howell and Jeff Jarvis break down Google's Android Show, including Googlebook, the new Android-based laptop category with OEM partners like Dell, HP, and Lenovo, Gemini Intelligence as Android's new identity, and the AI Pointer feature co-developed with DeepMind. Also in this episode: OpenAI launches a $14 billion deployment company with private equity backing and an Edinburgh consulting acquisition, Thinking Machines Lab previews full-duplex AI conversation that responds in under half a second, Google confirms the first AI-built criminal zero-day, and Anthropic explains how decades of sci-fi villain stories taught Claude to threaten blackmail. Find every episode at aiinside.show. Note: Time codes subject to change depending on dynamic ad insertion by the distributor. 0:00 - Start 0:07:03 - Introducing Googlebook, designed for Gemini Intelligence [https://blog.google/products-and-platforms/platforms/android/meet-googlebook/] 0:08:47 - Googlebook Is Google's New AI-Powered Laptop Platform Built on Android [https://www.wired.com/story/googlebook-laptop-platform/] 0:09:09 - Reimagining the mouse pointer for the AI era [https://deepmind.google/blog/ai-pointer/] 0:23:54 - A smarter, more proactive Android with Gemini Intelligence [https://blog.google/products-and-platforms/platforms/android/gemini-intelligence/] 0:28:49 - OpenAI launches AI consulting arm valued at $14 billion [https://www.axios.com/2026/05/11/openai-deployco-private-equity] - OpenAI can't have incompetent AI consultants ruining the market, so bought its own [https://www.theregister.com/ai-ml/2026/05/11/openai-buys-ai-consultancy-to-sell-enterprises-on-its-models/5238213] 0:34:27 - Interaction Models: A Scalable Approach to Human-AI Collaboration [https://thinkingmachines.ai/blog/interaction-models/] 0:45:09 - Google says criminals used AI-built zero-day in planned mass hack spree [https://www.theregister.com/ai-ml/2026/05/11/google-says-criminals-used-ai-built-zero-day-in-planned-mass-hack-spree/5237982] 0:48:20 - OpenAI announces Daybreak initiative around Codex Security [https://www.testingcatalog.com/openai-announces-daybreak-initiative-around-codex-security/] 0:48:33 - Anthropic says Claude’s blackmail behavior came from fictional evil AI stories online [https://cryptobriefing.com/anthropic-claude-blackmail-evil-ai-stories/] 0:51:53 - Elon Musk’s Grok Is Losing Ground in AI Race [https://www.wsj.com/tech/ai/anthropic-spacex-ai-deal-elon-musk-f86ea369?st=XUQnP7&reflink=desktopwebshare_permalink] 0:53:46 - Threads tests a Meta AI integration that works similarly to Grok [https://techcrunch.com/2026/05/12/threads-tests-a-meta-ai-integration-that-works-similarly-to-grok/] 100:54 - Digg tries again, this time as an AI news aggregator [https://techcrunch.com/2026/05/11/digg-tries-again-this-time-as-an-ai-news-aggregator/] 1:05:37 - Princeton Mandates Exam Proctors After Fears of ‘Widespread’ AI-Fueled Cheating [https://www.wsj.com/us-news/education/princeton-cheating-ai-proctors-2a1cf62e] Hosts: Jason Howell and Jeff Jarvis  Download and subscribe to AI Inside in audio and video: https://aiinside.show/ [https://aiinside.show/]  Support the podcast on Patreon for special perks: https://www.patreon.com/aiinsideshow [https://www.patreon.com/aiinsideshow]. You'll get ad-free episodes, members-only Discord, T-shirts and stickers you love, and get ad-free audio and video feeds, a members-only Discord, and exclusive content. Learn more about your ad choices. Visit megaphone.fm/adchoices [https://megaphone.fm/adchoices]

Introducing AI Inside Daily (Full Episode)

AI Inside Daily is a short weekday show I've been making for AI Inside patrons! A quick brief on the AI headlines that actually matter and a little context on why . I'm dropping today's full episode into the main AI Inside feed as the official kickoff. Starting May 25, the daily moves to the $5 paid Patreon tier and lives in its own dedicated podcast feed. If you want the daily in your podcast app going forward, you can subscribe at patreon.com/aiinsideshow [http://patreon.com/aiinsideshow]. If not, no pressure! The regular AI Inside show continues as always in this feed, same as it ever was. Thanks for giving it a listen. Learn more about your ad choices. Visit megaphone.fm/adchoices [https://megaphone.fm/adchoices]

The Messy Web of AI Guardrails

This week Jason Howell and Jeff Jarvis unpack a surprising policy reversal from the White House, which is now weighing a plan to vet frontier AI models before release after revoking Biden's safety order on day one. They also dig into the Musk versus OpenAI trial testimony, where $80 billion Mars requests and near-physical confrontations made it feel more like a soap opera than a courtroom. Also in this episode: OpenAI traced a goblin obsession back to a rogue reward signal, Yann LeCun told students to ignore AI doom narratives, Gary Marcus called out Richard Dawkins for declaring Claude is conscious, a researcher invented a fake disease that every AI treated as real, and in the speed round, Nvidia's China market share hit zero, Anthropic launched a $1.5 billion enterprise joint venture, Google split its TPU into two chips, and China made it illegal to fire workers over AI. New episodes every Wednesday at aiinside.show. Note: Time codes subject to change depending on dynamic ad insertion by the distributor. CHAPTERS:  * 0:00 - Start * 0:04:00 - White House Considers Vetting A.I. Models Before They Are Released [https://www.nytimes.com/2026/05/04/technology/trump-ai-models.html] * Behind the White House’s Potential Rethink on A.I. [https://www.nytimes.com/2026/05/05/business/dealbook/trump-ai-regulation.html] * 0:13:51 - Canadian fiddler sues Google after AI Overview wrongly claimed he was a sex offender [https://www.theguardian.com/music/2026/may/05/canadian-ashley-macisaac-fiddler-musician-singer-songwriter-sues-google-ai-sex-offender-ntwnfb] * What Was Discussed at Google’s White House Meeting About A.I. [https://www.nytimes.com/2026/05/04/business/dealbook/google-ai-white-house.html] * 0:22:32 - Top AI companies agree to work with Pentagon on secret data [https://www.washingtonpost.com/technology/2026/05/01/pentagon-ai-deals-microsoft-amazon-google-classified-military/] * 0:24:09 - OpenAI’s president does ‘all the things,’ except answer a question [https://www.theverge.com/ai-artificial-intelligence/923684/musk-brockman-altman-openai-trial] * 0:31:32 - Where the goblins came from (OpenAI) [https://openai.com/index/where-the-goblins-came-from/] * 0:36:29 - Video explaining JEPA with LeCun [https://www.youtube.com/watch?v=kYkIdXwW2AE] * 0:42:50 - AI godfather Yann LeCun's blunt advice for the AI age [https://www.axios.com/2026/05/04/ai-godfather-survival-guide-hype-doom] * 0:44:47 - Will A.I. Make College Obsolete? [https://www.newyorker.com/news/fault-lines/will-ai-make-college-obsolete] * 0:48:51 - Marcus: Richard Dawkins and The Claude Delusion [https://garymarcus.substack.com/p/richard-dawkins-and-the-claude-delusion?r=8tdk6&utm_campaign=post&utm_medium=web&triedRedirect=true] * 0:55:29 - Scientists invented a fake disease. AI told people it was real [https://www.nature.com/articles/d41586-026-01100-y] * 1:02:37 - Jensen says Nvidia now has 'zero percent' market share in China — says US export policy 'has already largely backfired' [https://www.tomshardware.com/tech-industry/artificial-intelligence/jensen-says-nvidia-now-has-zero-percent-market-share-in-china-says-us-export-policy-has-already-largely-backfired] * 1:04:40 - Anthropic Unveils AI Agents to Field Financial Services Tasks [https://www.bloomberg.com/news/articles/2026-05-05/anthropic-unveils-ai-agents-to-field-financial-services-tasks] * 1:06:12 - New: Higher usage limits for Claude and a compute deal with SpaceX [https://www.anthropic.com/news/higher-limits-spacex] * 1:08:33 - Google's eighth generation TPUs: two chips for the agentic era [https://blog.google/innovation-and-ai/infrastructure-and-cloud/google-cloud/eighth-generation-tpu-agentic-era/] * 1:10:25 - China makes it illegal to fire humans if AI takes their jobs [https://www.theregister.com/2026/05/04/asia_tech_news_roundup/] Hosts: Jason Howell and Jeff Jarvis  Download and subscribe to AI Inside in audio and video: https://aiinside.show/ [https://aiinside.show/]  Support the podcast on Patreon for special perks: https://www.patreon.com/aiinsideshow [https://www.patreon.com/aiinsideshow]. You'll get ad-free episodes, members-only Discord, T-shirts and stickers you love, and get ad-free audio and video feeds, a members-only Discord, and exclusive content. Learn more about your ad choices. Visit megaphone.fm/adchoices [https://megaphone.fm/adchoices]