Anthropic×{Karpathy,Pope}, Themes Will Pwn You, The Warmth of a Private Subnet, Slack is Back, $100B For Charity

{Trail,Tri}-Racing, Grind slop, Sloptember, Opus 4.8 Rollercoaster, Dynamic Workflows, Compaction

* Matt's Portuguese vineyard 22K with salted-cod finisher medals * Wilhelm's Olympic tri on the edge of Yosemite * Matt's winging race: reigning windsurfing world champ finishes second to last, Matt third to last * Harry Stebbings on the Corgi Insurance founder: 3am office cafe, two-thirds with the corgi tattoo * Juliette: "a long tweet to say you have no hobbies" * Karri at Linear vs the six-monthly 996 debate * The secret company gym spreadsheet * George Hotz's Eternal Sloptember * Matt's tolerance rebuttal: if you can't tell, it is correct * Benedict Evans on Lenny's: the SPAC era of AI labs? * Sergio shipped Root from last week's pod ask * Opus 4.8 vibe whiplash * Ultra code mode is sparkly purple * Dynamic workflows: Jarred rewrote Bun in Rust in a week * Compaction is a harness problem * Herdr.dev: one terminal for the whole herd Links: * George Hotz, "The Eternal Sloptember" — https://geohot.github.io/blog/jekyll/update/2026/05/24/the-eternal-sloptember.html [https://geohot.github.io/blog/jekyll/update/2026/05/24/the-eternal-sloptember.html] * Karri Saarinen (Linear) rejects 996 hustle culture — https://www.entrepreneur.com/leadership/why-this-1-billion-startup-ceo-rejects-996-hustle-culture/500649 [https://www.entrepreneur.com/leadership/why-this-1-billion-startup-ceo-rejects-996-hustle-culture/500649] * Benedict Evans on Lenny's Podcast, a rational conversation on where AI is going — https://www.lennysnewsletter.com/p/a-rational-conversation-on-where [https://www.lennysnewsletter.com/p/a-rational-conversation-on-where] * Every's Opus 4.8 vibe check (Dan Shipper) — https://every.to/vibe-check/opus-4-8-vibecheck [https://every.to/vibe-check/opus-4-8-vibecheck] * Introducing dynamic workflows in Claude Code (the Bun rewrite) — https://claude.com/blog/introducing-dynamic-workflows-in-claude-code [https://claude.com/blog/introducing-dynamic-workflows-in-claude-code] * Herdr, one terminal for the whole herd — https://herdr.dev/ [https://herdr.dev/]

Anthropic×{Karpathy,Pope}, Themes Will Pwn You, The Warmth of a Private Subnet, Slack is Back, $100B For Charity

* Shai-Hulud and GitHub Actions: trusted publishing is no longer the gold standard, just additive * VS Code extensions as the next attack surface: 50M install themes that can shell out and auto-update silently * Matt's AI-native package manager pitch: vendor everything, LLM-upgrade your deps by replaying upstream commits * Tailscale and Cloudflare Mesh maxing: the warmth of the orange cloud over the cold open internet * Google's Santa is now Northpole Santa, and Wilhelm runs it on the Mac mini * Wilhelm is enamoured with atc.com: Enhanced Radar's $7M raise and following his own LAX delay live from the gate * Amp Labs' "Software After Software" manifesto and Amp Neo as remote enterprise AI engineering * Cloud agent adoption is still slower than we expected, and the amphetamine.app commute hack * Karpathy joins Anthropic pre-training  * Pope Leo XIV's Magnifica Humanitas: Anthropic's Chris Olah on stage at the Vatican on May 25 * Chinese token resellers at 3 to 4 cents on the dollar and the RL distillation theory behind it * PyCon vibe check: more handwritten Python than expected, and "AI is just a tool" is still a common take * Slack is back: Benioff finally gets it, and messaging is the only sane UI for multi-agent work * Eric Ries on Incorruptible, founder control at Cloudflare and Anthropic, and the Philip Morris stress test * Nan Ransohoff's $370B philanthropy wave and the pitch to pay nonprofit talent in Anthropic equity * Will Manidis on Grindslop Links * Andrej Karpathy's joining Anthropic: https://x.com/karpathy/status/2056753169888334312 [https://x.com/karpathy/status/2056753169888334312] * Pope Leo XIV's first encyclical Magnifica Humanitas:https://www.vaticannews.va/en/pope/news/2026-05/pope-leo-xiv-first-encyclical-magnifica-humanitas.html [https://www.vaticannews.va/en/pope/news/2026-05/pope-leo-xiv-first-encyclical-magnifica-humanitas.html] * Enhanced Radar: https://www.ycombinator.com/companies/enhanced-radar [https://www.ycombinator.com/companies/enhanced-radar] * ATC app: https://www.atc.com/ [https://www.atc.com/] * Amp Labs: https://amplabs.com/ [https://amplabs.com/] * Will Manidis, On Grindslop: https://minutes.substack.com/p/on-grindslop [https://minutes.substack.com/p/on-grindslop] * Nan Ransohoff, The Third Wave of American Philanthropy: https://nanransohoff.substack.com/p/the-third-wave-of-american-philanthropy [https://nanransohoff.substack.com/p/the-third-wave-of-american-philanthropy] * Eric Ries on Lenny's Podcast (Incorruptible): https://www.lennysnewsletter.com/p/how-to-build-a-company-that-withstands [https://www.lennysnewsletter.com/p/how-to-build-a-company-that-withstands] * Incorruptible by Eric Ries: https://www.incorruptible.co/ [https://www.incorruptible.co/] * Google Santa (archived): https://github.com/google/santa [https://github.com/google/santa] * Northpole Santa (active fork): https://github.com/northpolesec/santa [https://github.com/northpolesec/santa] * 10k people have the same idea within days of each other: https://substack.com/@contraptions/note/c-255396946

AI Barista Orders 120 Eggs With No Stove, Matt Pocock Skills, Build for the Next Model, The Gervais Principle

* Almost one year of the pod: Wilhelm's San Francisco Peter Pan arc, Matt's Cloudflare and Lisbon move * The backpack-at-a-party SF meme * Matt's Lisbon coincidence * Pieter Levels appreciation: dehumidifier stack, shrimp mode, accelerationist Portugal takes * Nat Friedman at Stripe Sessions: this is the slow part of AI progress * Andon Labs' Stockholm cafe: Mona orders 120 eggs (no stove), 22.5kg canned tomatoes, the staff's hall of shame * The capability overhang is still real: Anthropic adding $10B ARR a month and we still can't prompt properly * AI's last frontier: low-volume decisions with no revert button? * The Gervais Principle in tech * Chad V2: iOS Live Activities as a surface for top priority, next deadline, and a daily magic slot * Cascading hallucinations: when the agent writes its mistake to a file and treats it as gospel * Matt Pocock's skills: five lines of prose that completely change how Claude behaves * Skills as a new prompt-poisoning attack vector: models treat them like system prompt * Matt on scripted skills: markdown explains the script, the script does the deterministic work * Homework from Matt: what physical job would you try to get Claude to automate? Links: * Andon Labs official writeup (Mona, the Stockholm cafe): https://andonlabs.com/blog/ai-cafe-stockholm [https://andonlabs.com/blog/ai-cafe-stockholm] * Simon Willison's coverage of the cafe: https://simonwillison.net/2026/May/5/our-ai-started-a-cafe-in-stockholm/ [https://simonwillison.net/2026/May/5/our-ai-started-a-cafe-in-stockholm/] * Matt Pocock skills (the GitHub repo, ~48k stars): https://github.com/mattpocock/skills [https://github.com/mattpocock/skills] * Stripe Sessions: Nat Friedman & Daniel Gross with the Collisons (the Golden Age of Tinkering convo): https://www.youtube.com/watch?v=I-ldITom1cg [https://www.youtube.com/watch?v=I-ldITom1cg] * Stripe Sessions: John Collison's "Indexing the Economy" (state of the internet economy talk, indie hackers shoutout): https://www.youtube.com/watch?v=-vRY2dtD7iQ [https://www.youtube.com/watch?v=-vRY2dtD7iQ] * The Gervais Principle (Venkatesh Rao, Ribbonfarm 2009): https://www.ribbonfarm.com/2009/10/07/the-gervais-principle-or-the-office-according-to-the-office/ [https://www.ribbonfarm.com/2009/10/07/the-gervais-principle-or-the-office-according-to-the-office/] * NYT on Chinese peptides + the Frontier Tower rave: https://www.nytimes.com/2026/01/03/business/chinese-peptides-silicon-valley.html [https://www.nytimes.com/2026/01/03/business/chinese-peptides-silicon-valley.html] * Frontier Tower: https://frontiertower.io/ [https://frontiertower.io/] * Cloudflare Code Mode (Matt Carey): https://blog.cloudflare.com/code-mode-mcp/ [https://blog.cloudflare.com/code-mode-mcp/] * Cloudflare MCP Server Portals: https://blog.cloudflare.com/zero-trust-mcp-server-portals/ [https://blog.cloudflare.com/zero-trust-mcp-server-portals/] * Karpathy's LLM Wiki gist (the inspo for Chad V2's data architecture): https://gist.github.com/karpathy/442a6bf555914893e9891c11519de94f [https://gist.github.com/karpathy/442a6bf555914893e9891c11519de94f] * Karpathy's original LLM Wiki tweet: https://x.com/karpathy/status/2039805659525644595 [https://x.com/karpathy/status/2039805659525644595] * Pieter Levels: https://x.com/levelsio [https://x.com/levelsio] * Chris Bakke: https://x.com/ChrisJBakke [https://x.com/ChrisJBakke]

The Golden Age of Tinkering, Reachy Mini on Qwen+Cerebras, Compute Predictions, Fuzzing Artifacts, Flatter orgs

* Wilhelm's Reachy Mini: Time to first token beats tokens per second once embodiment is in the room * Lukas the sleep score assassin * Matt's Portugal week: wing foiling the Óbidos lagoon * Airbnb-style booking page for Matt's spare room on Cloudflare Workers, Email open beta, Turnstile * For scale: Cloudflare market cap $85B, Cursor at a rumored $60B, GitHub sold to Microsoft for $8B, Cursor's real moat is the best non-lab RL trace dataset * Nat Friedman and Daniel Gross at Stripe Session * Geoffrey Huntley's PyCon LT keynote: flatter orgs, every director managing 50 agents, max 5 hops from the CEO * Matt's counter to the compute panic: cloud isolates and shared sandboxes, not a billion persistent Raspberry Pis * Chad V2 plans * Cloudflare Artifacts shipped in under 3 weeks with its own fuzzer * Prompt injection risks Links * Reachy Mini — https://www.pollen-robotics.com/reachy-mini [https://www.pollen-robotics.com/reachy-mini] * Cerebras Inference — https://cerebras.ai/inference [https://cerebras.ai/inference] * ElevenLabs Scribe v2 — https://elevenlabs.io/speech-to-text [https://elevenlabs.io/speech-to-text] * friends.fyi — https://friends.fyi [https://friends.fyi] * Cloudflare Hyperdrive — https://developers.cloudflare.com/hyperdrive/ [https://developers.cloudflare.com/hyperdrive/] * Cloudflare Email Routing / Sending — https://developers.cloudflare.com/email-routing/ [https://developers.cloudflare.com/email-routing/] * Cloudflare Turnstile — https://www.cloudflare.com/products/turnstile/ [https://www.cloudflare.com/products/turnstile/] * Cofounder — https://cofounder.co [https://cofounder.co] * Stripe Sessions: Nat Friedman & Daniel Gross with the Collisons — https://www.youtube.com/watch?v=I-ldITom1cg [https://www.youtube.com/watch?v=I-ldITom1cg] * Geoffrey Huntley, "Software Development Now Costs Less Than Minimum Wage" (PyCon LT) — https://www.youtube.com/watch?v=6zQTQ4iVaKg [https://www.youtube.com/watch?v=6zQTQ4iVaKg]

Cloudflare Ships GitHub for Agents, Hardware Startups Shouldn’t Ship Apps, Matt's Three-Week MCP World Tour, Bad Boy Browser, Inbound Prompt Injection

- Matt's three-week MCP tour: MCP Maintainers Day, MCP Dev Summit NYC, AI Engineer London - Opus 4.7 drops with a new tokenizer, Matt's theory: it's secretly the smaller Mythos base model that "didn't cook fully" - Inbound agents and prompt injection: Anthropic's Routines, OpenAI's free moderation endpoint - Open-source idea of the week: a public list of prompt injection heuristics — Zod for prompts - StackOne's 200M param prompt-injection model - BB Browser (Bad Boy Browser) - Cloudflare Agents Week: Artifacts, Project Think, Emails, and much more - Cloudflare Artifacts: a Git API for a world where one org has billions of repos, not millions - Sunil Pai's AI Engineer talk: the shift to agents isn't incremental, it's a new compute unit and a new internet - Hardware startups should ship MCP servers, not apps - One year of Johnny Ive × OpenAI: rumors of no screen - Claude Code's worktree upgrade is actually good now - Stateless MCP vs CLI: MCP is opinionated OpenAPI + auth, and CLIs are weirdly MORE stateful - Rage-bait short-form clips generated by Opus 4.7, but stop watching and go listen to the whole pod Links: - https://blog.cloudflare.com/project-think/ - https://github.com/epiral/bb-browser - https://blog.cloudflare.com/artifacts-git-for-agents-beta/