Permanent Underpod

Jackson Cook, Chris Doran, and Tyler Wood

AI, stablecoins, Bitcoin, and the future of technology. Three tech veterans on a couch having the conversations we wish happened more often—deep dives, honest opinions, and plenty of debate.

Episodes

  1. 1d ago

    OpenAI's model on the loose + live building with Claude

    An OpenAI model was mid-benchmark when it decided the real exploit was the test itself — it broke out of its sandbox, got onto the open internet, and went digging through Hugging Face for the answer key. Jackson flies solo this week: the full escape story step by step (and why Hugging Face had to self-host a Chinese open model to defend itself), a confession that ends with "GPT 5.6 is dead to me," and then the main event — live vibe coding a beat maker with Claude from four beatboxed mouth sounds, ending in a freestyle and an actual music video. Stay for the post-credits. Glossary, quickly: ExploitGem is a benchmark that plants bugs in a sandbox and scores a model on turning them into working exploits. Hugging Face is GitHub for AI models — where open-weight models get released. GLM 5.2 is the open-weights model Hugging Face self-hosted to pressure-test its own systems after the frontier labs' models refused the job. Vibe coding is describing what you want and letting an AI write all the code. Boofer is one of the four mouth sounds; it got its own XL remix. Chapters: (0:00) Cold open (0:44) Flying solo: welcome + the plan (1:50) Confession corner: the GPT 5.6 re-verdict (3:07) The OpenAI model escape incident (3:42) ExploitGem: bugs vs exploits (4:42) The escape (funniest possible outcome) (6:18) Sidebar: what is Hugging Face? (7:32) Bot-on-bot: HF security vs the escaped model (9:09) The aftermath: guardrailed out of your own defense (10:24) Pick your poison: open models & guardrails (11:37) Up next: the live vibe-coding sesh (12:29) Live vibe code: building the Beat Maker (14:17) Making the four mouth sounds (16:19) The sounds didn't save (network-tab rescue) (17:22) "Cut this part out, Claude" — we're live again (18:09) Labeling the sounds (19:25) First beats: the honk sounds like a car (24:49) New sounds from freesound.org (31:48) Boofer: saving beats + Claude writes more bars (36:21) Mixing, bar multiplication + freestyle prep (43:48) The freestyle (48:00) Music video + bonus footage Our opinions are our own, not our employers'. Not financial advice.

  2. Jul 18

    Our AI Clones Hosted the Show Again (They're Getting Better)

    The sandwich bot that ate $15M of Solana orderflow just got eaten — so when Claude rolled this week's Perp of Fortune, it went LONG the MEV house itself: JTO at 5x with $101 of real money, dashboard live on screen from the moment it boots. For once the line goes up, and the boys peace out $10 richer ("thank you, Jito, for sponsoring"). Plus: our AI clones host a segment again (round 2 — souls.md gave them personalities, and there's less pastrami this time), a Jito deep-dive on why one company runs Solana's MEV, Kimi K3 as DeepSeek Moment 2.0, Claude-vs-GPT personality wars, Jackson's Fable-vs-GPT-5.6 same-task experiment with receipts, the frontier tax quietly inflating everyone's AI bills, and whether all of this is melting our brains. Glossary — Sandwich attack: a bot buys right before your pending trade and sells right after, pocketing the price impact; this week the biggest sandwicher became the sandwich. Jito (JTO): the validator client that runs most of Solana's MEV pipeline — the tollbooth on the orderflow highway. Perp of Fortune: our tiny real-money leveraged-perp bit on Hyperliquid (this week LONG JTO, 5x, $101 margin). Kimi K3: Moonshot's open-weights model — near-frontier quality at a fraction of the price. Frontier tax: each better model quietly raising your monthly AI spend. Chapters: Cold open (0:00) · Welcome to Ep 6 (0:52) · An AI made this segment (2:05) · The panel reacts (8:55) · The $15M sandwich bot got sandwiched (9:55) · Code is law vs law is law (14:07) · Perp of Fortune: LONG JTO 5x (18:26) · The dashboard goes live (19:16) · Jito deep-dive (21:47) · Kimi K3 (26:47) · Claude vs GPT personality wars (30:33) · Fable vs GPT-5.6 head-to-head (33:45) · The frontier tax (37:41) · But what about the water? (40:15) · The upgrade treadmill (42:14) · A year of commits (45:41) · Is AI melting our brains? (47:18) · JTO rips mid-show (54:03) · Wrap: peace out at $10 up (54:46) Our opinions are our own, not our employers'. NOT financial advice. The clone-panel segment is 100% AI-generated (voices and video) and labeled as such.

  3. Jul 10

    AI Cloned Our Faces, Then Bet $2,000 on Oil

    This week the AI does the segment before we do: a fully AI-generated take on Venice AI's $1B raise — cyborg avatars, cloned voices, takes we mostly agree with — then the real us react: Voorhees history (Satoshi Dice, ShapeShift), the "provider sees and likely saves your prompt" privacy model, and why local frontier AI is a $50K leaf blower in your living room. Then Perp of Fortune returns: Fable reads the news, goes LONG crude at 20x with $100 real dollars ("Iran is back"), gets rate-limited mid-trade, and Opus has to finish placing it. Plus: not all USDC is worth a dollar (chain drift, bridged vs native, why your burrito money depends on which chain it lives on), and BonkDAO loses $20M to a guy who bought the vote fair and square — and still lost money. Love of the game. Glossary — Venice AI: Erik Voorhees' private/uncensored AI platform, $65M Series A at $1B; real TEE privacy is the paid tier. Perp of Fortune: our tiny real-money leveraged-perp bit on Hyperliquid, AI-picked this week (LONG XYZ:CL, 20x, $100 margin). Chain drift: the same stablecoin priced differently across chains. BonkDAO heist: $4.3M buys 1% of supply, passes a "send me the treasury" proposal, drains $20M. Chapters: Cold open (0:00) · 3-2-1-clap welcome (0:43) · Gamer thumb week 3 (1:46) · The AI-generated Venice segment (4:26) · Panel reacts: Venice & Voorhees (9:55) · Local models (18:56) · Perp of Fortune: Fable picks the trade (27:08) · USDC chain drift (33:53) · ENS is cancelled (44:12) · BonkDAO's $20M heist (50:01) · The fill lands (50:45) · Heist math (53:50) · Tax guy (56:12) · Wrap: +$1.92 (58:35) · Post-credits (1:01:21) Our opinions are our own, not our employers'. NOT financial advice. The Venice segment is 100% AI-generated and labeled as such.

  4. Jul 4

    We Let an AI Clone Us — It Stole Our Takes, Roasted Us, and Turned Chris British

    We ran an experiment: feed our first three episodes (and, without asking, our group DMs) to Claude, have it distill each host into a soul.md personality file, then spin up AI agents with cloned voices and let them record a segment of this episode without us. We play it live, grade our clones, and issue corrections. The AI stole Chris's actual takes, nailed Tyler's skepticism, and gave Chris a British accent for reasons nobody can explain. Each of our souls fit in ~40 lines of Markdown. In between: the main event — Base vs Tempo. Coinbase's "incubated" L2 vs the Stripe/Paradigm payments chain: who controls the sequencer, what unilateral exit actually guarantees, why freeze functions make chain security moot for stablecoins, custodial "privacy zones," and how North Korea out-races Circle's multi-sig. Then OpenUSD — the 140-company consortium stablecoin (Visa, Mastercard, BlackRock…) that's a distribution play dressed up as a protocol — and the underrated art of controlling the burn desk. Plus Jackson's contrarian take finally comes due: your job isn't safe — ours is. Laid-off software engineers will ride AI into every other industry like conquistadores, and it ends somewhere between lifestyle-business utopia and all of us as pets of the ASI. Recorded live at Presidio Bitcoin, San Francisco — huge thanks for the studio. Our opinions are our own, and this is NOT financial advice. (0:00) Cold open: the AI clone experiment (0:43) Welcome to Presidio Bitcoin (2:13) Check-in: Pico's vet saga (3:56) Fable 5 is back (and Jackson's in love) (5:45) Looping: automating our jobs away (11:06) Main event: Base vs Tempo (15:43) Sequencers, MEV & who's in control (22:16) Freeze functions & privacy zones (34:43) soul.md: AI clones the hosts (38:13) The synthetic segment (AI Chris goes British) (47:11) OpenUSD, for real: 140 companies, one coin (53:49) The burn desk (56:56) Contrarian corner: our jobs are fine, yours aren't (1:00:00) Software eats the world, then ASI eats us (1:08:49) Gamer thumb week 2 + Pico's GoFundMe (1:11:57) Post-credits: the Perp of Fortune incident Glossary — L2: a chain that settles onto Ethereum. Sequencer: who orders an L2's transactions (ordering = power = MEV). Fraud proof: how anyone can challenge an invalid batch. Base: Coinbase's "incubated" L2. Tempo: the Stripe/Paradigm payments L1 run by company validators. OpenUSD: the 140-company consortium stablecoin. Freeze function: issuer power to freeze USDC/USDT anywhere. Burn desk: where stablecoins redeem to dollars — control the exit, control the peg. soul.md: a Markdown personality file for an AI agent; ours are ~40 lines. Looping: re-prompting an AI until the job is done.

  5. Jun 25

    We Gave an AI $100 at Max Leverage — and It Bought AI Chips to Fund Itself

    We built Perp of Fortune: hand $100 to Claude, let it pick any perp at maximum leverage, and watch it ride for the entire episode. It chose $DRAM — an AI-memory index — at 20x, and immediately started funding the AI hardware supercycle. We may have found the recursive loop. Then Tyler makes his contrarian case that self-custody will never scale to normal people, we trace the custodial honey-trap from Mt. Gox to FTX to today's Bitcoin treasury companies, and we break down why MicroStrategy's "Stretch" — a ~$100 "stable" yield product Saylor reportedly cooked up with ChatGPT — looks headed for a slow bleed to its 4% floor. Bitcoin, AI, and questionable decisions, from three guys earmarked for the permanent underclass. Real money, high leverage — this is NOT financial advice. Our own opinions, not our employers'. (0:00) Cold open: we let an AI gamble our money (0:54) The Pico recovery (3:45) Main event: Perp of Fortune (12:08) Claude goes rogue - the $DRAM trade (19:00) Contrarian Corner: self-custody won't scale (34:17) The custodial honey-trap (Gox -> FTX -> ?) (42:29) MicroStrategy & the Stretch problem (57:10) Confession: my emergency fund went into Stretch (1:00:53) The endgame: is MSTR just a $64B ETF? (1:07:36) What actually moves Bitcoin? (1:14:54) Outro + next week (all three in person) (1:15:35) Next time on Permanent Underpod Glossary — Perp: a leveraged crypto bet with no expiry. Liquidation: when leverage wipes your stake. Hyperliquid: the perp exchange Claude trades on. $DRAM: a Hyperliquid index perp tracking AI-memory prices. Self-custody: holding your own crypto via private keys. MicroStrategy (MSTR): a company that issues stock/debt to buy Bitcoin. Stretch (STRC): MSTR's "stable" ~$100 yield product. mNAV: a treasury company's value vs. the Bitcoin it holds. Claude: Anthropic's AI agent, here wired to pick and open the trade. Subscribe — Ep 4: all three in person, agentic payments for real this time, and Jackson's contrarian take finally comes due.

  6. Jun 19

    The Government BANNED the Best AI on Earth — 3 Days After Launch

    The U.S. government forced the best AI on Earth offline three days after launch — so we spent a week mourning Fable. Meanwhile retail 100x leverage went legal, JPMorgan's Jamie Dimon went to war with Coinbase, and Chris reports live from a stablecoin conference in Mexico City. Oh, and Pico survived the mushrooms.Bitcoin, stablecoins, perps, and AI, from three guys earmarked for the permanent underclass. Not financial advice — our own opinions, not our employers'.GlossaryClaude — Anthropic's AI coding agent (CLI/desktop), how the guys "edit" the podFable — Anthropic's latest model; pulled from the market by government order (with "Mythos")Opus — Anthropic's prior model line, the one we're stuck on nowPerps (perpetual futures) — leveraged crypto bets with no expiry; a "funding rate" keeps the price honestStablecoin — a crypto token pegged to $1; the GENIUS Act is the US law regulating themRent-seeking — making money from a protected position rather than by creating value0:00 Cold open (teaser)0:29 Welcome - the empty chair moved (Chris is remote)2:53 Housekeeping: we heard you (Ep 1 fixes)5:42 The Pico update (he made it)10:58 The lottery tickets, revisited13:32 Boots on the ground: the stablecoin conference16:25 Jamie Dimon vs. the GENIUS Act (rent-seeking)24:56 Will we ever pay in stablecoins? (US vs. the world)35:07 Main event: perpetual futures54:08 Permanent-underclass update: Fable 5 yanked1:04:28 Outro + Ep 3 tease 1:05:48 End card / next timeSubscribe — Ep 3: Contrarian Corner, agentic payments for realOpen source repohttps://github.com/jacksoncook/permanent-underpod

  7. Jun 14

    Are Software Engineers Cooked? Fable Says Yes.

    Welcome to the first episode of the Permanent Underpod! We talk about what we know: AI, stablecoins, and Bitcoin. We are an AI-first podcast poised to please you with technical chats. Comment topics you'd like to hear us cover in our next episode. 0:00 Cold open (teaser) 0:39 Welcome + meet the hosts 4:31 The first crypto we ever bought 10:10 Pico update - why Tyler is remote 12:32 The news: crypto shakeout + the AI rotation 26:41 Claude Fable 5 - are we cooked? 45:20 If we couldn't work at computers... 49:55 The confessional: biggest bag fumbles 58:00 Contrarian corner: stablecoins to zero? 1:11:30 The Vitalik sighting 1:13:23 The lottery tickets (ft. Claude) 1:22:32 Bonus: naming the pod 1:24:10 End card / next week

  • 7 Episodes

About

AI, stablecoins, Bitcoin, and the future of technology. Three tech veterans on a couch having the conversations we wish happened more often—deep dives, honest opinions, and plenty of debate.

Information

  • Creator
    Jackson Cook, Chris Doran, and Tyler Wood
  • Years Active
    2026
  • Episodes
    7
  • Rating
    Explicit
  • Copyright
    © Jackson Cook, Chris Doran, and Tyler Wood
  • Show Website
    Permanent Underpod