• Katie Moussouris on the Anthropic Export-Control Mess
    Jun 19 2026

    (Presented by TLPBLACK: A cybersecurity intelligence platform focused on sharing curated, high-sensitivity threat insights and research with trusted security professionals.)

    Three Buddy Problem - Episode 102: Software export controls expert Katie Moussouris joins the show to unpack the US government's abrupt move to suspend access to Anthropic's most powerful models over a so-called "jailbreak" that, on reading the paper, turned out to be a model doing exactly what defenders are supposed to do.

    We dig into the export-control chaos, the chemical-weapons framing of cybersecurity, the China question, and why Microsoft just resurrected a disclosure term the industry buried fifteen years ago.

    Cast: Katie Moussouris, Juan Andres Guerrero-Saade and Ryan Naraine. Costin is traveling.

    Timestamps:
    0:00 - Introductory banter
    1:00 - Export Controls: Fable 5 and Mythos 5 suspended
    3:40 - The Anthropic–USG relationship and USG’s surveillance claim
    9:40 - Self-owns, doomsday cults, and why the guardrails are "so broad"
    12:42 - What the Amazon paper actually says ("fix this code")
    20:33 - The chemical-weapons framing problem
    23:39 - The China question and the SK Telecom angle
    41:17 - Why hasn't the paper been published?
    57:01 - "Free Fable": are Chinese models only months behind?
    1:00:13 - The unforgiving internet and the security poverty line
    1:11:18 - Microsoft brings back "responsible disclosure" (and threatens researchers)
    1:29:04 - Luta Security, the AI bug flood, and shout-outs

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    1 hr and 38 mins
  • Mythos, Fable, and Anthropic's Big Trust Problem
    Jun 12 2026

    (Presented by TLPBLACK: A cybersecurity intelligence platform focused on sharing curated, high-sensitivity threat insights and research with trusted security professionals.)

    Three Buddy Problem - Episode 101: We discuss Anthropic's Mythos 5 and Claude Fable 5 release and the bombshell that the company was silently downgrading paid users' results, sparking a heated debate over guardrails, gatekeeping, and whether elite AI reasoning is becoming a privilege for the few.

    Plus, AI-generated N-day exploits killing the patch window, a record-shattering Patch Tuesday, Meta's latest court filing against spyware maker NSO Group, the return of cyber paleontology, and a detour into the new government UFO drops.

    Cast: Juan Andres Guerrero-Saade, Ryan Naraine and Costin Raiu.

    Timestamps:
    0:00 - Introductory banter
    3:22 - The Mythos 5 / Claude Fable 5 release
    14:42 - Anthropic’s silent downgrade trust problem
    26:18 - Anti-competitive behavior & the AV "stealing detection" parallel
    32:29 - Distillation, China & the real motive
    38:04 - "Too dangerous to release" & gatekeeping vs. guardrailing
    45:53 - Is Mythos a threat to malware-analysis startups?
    48:20 - Dario's AI regulation essay
    56:48 - N-day exploits and death of the patch window
    1:07:18 - Patch Tuesday and 10x vulnerability surge
    1:10:34 - Meta catches NSO Group
    1:14:45 - Cyber paleontology, Shadow Brokers leaks
    1:28:29 - Moonlight Maze and learning from history
    1:34:22 - UFOs, UAPs and Disclosure Day

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    1 hr and 59 mins
  • Fast16, Fanny, and Stuxnet: Cyber Paleontology Redux
    Jun 5 2026

    (Presented by TLPBLACK: A cybersecurity intelligence platform focused on sharing curated, high-sensitivity threat insights and research with trusted security professionals.)

    Three Buddy Problem - Episode 100: We cover AI eating reverse engineering, the death of the malware report, running local models on the DGX Spark, where Google DeepMind stands, and whether the frontier labs will stay in cybersecurity.

    Plus, more on Anthropic's Mythos rollout and the thinly sourced Anthropic-NSA reports, the Fast16 sabotage of physics calculations, what researchers choose not to publish, Microsoft's bad Black Hat email, and Costin's Friday UFO files.

    Cast: Juan Andres Guerrero-Saade, Ryan Naraine and Costin Raiu.

    Timestamps:
    0:00 - JAGS at InfoSecurity Europe
    3:40 - Sponsor: TLPBLACK
    5:54 - A roadmap for security after the AI revolution
    11:01 - Stripe Atlas and how easy it is to start a company
    15:00 - If anyone could reverse engineer anything for $5
    19:49 - Layoffs at Google's Threat Intelligence Group
    21:06 - The death of reading the report
    27:53 - Pitting the AI models against each other
    32:07 - Grok, local models, and the DGX Spark
    39:27 - Where is Google DeepMind?
    45:29 - Will the frontier labs stay in cybersecurity?
    52:41 - Mythos, Project Glasswing, and the NSA deal
    1:16:33 - FAST16, Stuxnet, and sabotaging Iran's bomb
    1:57:52 - Microsoft, Black Hat, and the chilling effect
    2:14:14 - Shout-outs, UFO files, and 100 episodes

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    2 hrs and 24 mins
  • Microsoft Threatens Vuln Researchers; Shadow Brokers Revisited
    May 30 2026

    (Presented by Ent.ai: Ent delivers intent-aware security that protects every action, adapts to every workflow, and works for every user. Enterprise threat detection, reimagined.)

    Three Buddy Problem - Episode 99: Microsoft is now threatening legal action against researchers who drop zero-days. We debate whether it's a fair line against extortion, or amateur-hour PR from a company that already torched its own research community? Costin plays reluctant defender, JAGS says the damage was done years ago, and Ryan reopens the long history of silent fixes and stolen bounties.

    Plus, on the 10th anniversary of the Shadow Brokers leak, we discuss some enduring mysteries, theories on attribution and an interesting trail that leads to Edward Snowden.

    We also unpack Rob Joyce's warning that China's cyber explosives are already planted in US infrastructure, and the Pope's warnings about around artificial intelligence.

    Cast: Juan Andres Guerrero-Saade, Ryan Naraine and Costin Raiu.

    Timestamps:
    0:00 - Introductory banter
    2:03 - The Pope's AI paper
    3:35 - New sponsor: Brandon Dixon's Ent Security
    9:34 - Costin's Chinese-model OSINT rabbit hole
    13:34 - Codex, GPT-5.5, and the "American AI welfare state"
    23:20 - Microsoft threatens vulnerability researchers
    27:06 - Is it extortion or retribution? The disclosure fight
    40:48 - How Microsoft's consultant class broke MSRC and MSTIC
    48:42 - Silent fixes, stolen bounties, and the marketing machine
    1:02:29 - Ten years of the Shadow Brokers
    1:14:20 - The Snowden theory
    1:32:34 - Rob Joyce: China's cyber explosives are in place
    1:53:26 - Shout-outs

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    2 hrs
  • Aaron Portnoy on Pwn2Own, the End of Easy Bugs, and AI-Fueled Offense
    May 27 2026

    (Presented by TLPBLACK: A cybersecurity intelligence platform focused on sharing curated, high-sensitivity threat insights and research with trusted security professionals.)

    Three Buddy Problem x Ekoparty Miami: Aaron Portnoy (Zero Day Initiative alum, early Pwn2Own organizer, and now at Mindgard) joins us at Ekoparty Miami to reminisce on the early days of the hacking contest, where vulnerabilities actually live (the boundaries between systems, not inside them), why LLMs will take out the trash but can't dream up the next speculative-execution-class bug, and the coming patching apocalypse when discovery 10x's overnight.

    Plus, why your SOC is a forensic historian, the promise of hijacking an attacker's reward loop with deception tech, and the legendary story of carrying a Walmart "fat stack" of cash to bootstrap Ekoparty in Buenos Aires.

    Cast: Juan Andres Guerrero-Saade, Ryan Naraine and Aaron Portnoy.

    Timestamps:
    0:00 — Introductory banter
    1:17 — Dropping out, iDefense, and getting good at reversing everything
    2:19 — How Pwn2Own got started
    4:15 — The most impressive Pwn2Own ever: Nils, VUPEN, and exploit "art"
    5:59 — "iPhone hacked in 30 seconds" — and the 18 months behind it
    6:41 — Does Pwn2Own still have a place in the AI era?
    9:16 — Why LLMs take out the trash but can't invent the next bug class
    12:48 — Will LLMs deliver new mitigation classes? Aaron's skeptical
    18:34 — The place of the human when the easy bugs run dry
    21:08 — Cognitive offloading, Halvar's warning, and skill rot
    22:39 — Decompiling 800k functions: Aaron's LLM "holy shit" moment
    25:26 — The patching apocalypse and why "assume breach" breaks
    28:15 — Compounding asymmetries: why offense just transcended defense

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    40 mins
  • Perri Adams on Proof Engines, LLMs, and the New Era of Verifiable Code
    May 26 2026

    (Presented by TLPBLACK: A cybersecurity intelligence platform focused on sharing curated, high-sensitivity threat insights and research with trusted security professionals.)

    Three Buddy Problem x Ekoparty Miami: Perri Adams of DARPA AIxCC fame joins the show to chat about proof engines, formal methods, and why LLMs just made a once-niche corner of computer science suddenly essential.

    We get into why verifiers and proof engines are the key to effective AI, why vulnerability research is so far ahead of threat intel, and the case for baking security checks directly into code generation tools like Claude Code and Codex.

    Plus, designing a multi-million dollar challenge that's allowed to fail, the Mythos "too dangerous to release" debate, and musings on every LLM-discovered bug being a public bug by default.

    Cast: Juan Andres Guerrero-Saade, Ryan Naraine and Perri Adams.

    Timestamps:
    0:00 — Introductory banter
    1:09 — Why LLMs just made formal methods relevant again
    4:03 — Proof engines, explained
    8:43 — Can a layman grab this fire? The calculus problem
    11:58 — Vuln researchers are scrappy kids with a trust fund
    14:55 — Pitching AIxCC inside DARPA: hard sell or easy sell?
    18:00 — Designing a challenge that's allowed to fail
    22:06 — Inside Team Atlanta's 150-page winning system
    24:00 — Why this is bigger for defense than for offense
    31:49 — Mythos, safeguards, and "every LLM bug is a public bug"

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    40 mins
  • Find 50,000 Bugs, Fix Zero: Gabriel Bernadett-Shapiro on the AI Vuln Trap
    May 26 2026

    (Presented by TLPBLACK: A cybersecurity intelligence platform focused on sharing curated, high-sensitivity threat insights and research with trusted security professionals.)

    Three Buddy Problem x Ekoparty Miami: SentinelLabs researcher Gabriel Bernadett-Shapiro hops on the mic to unpack who gets to define what "security" even means in the age of AI, why venture capital keeps funding the wrong things, and how the frontier labs quietly ate everyone's coding harness.

    Plus, how AI actually contributed to cracking the FAST 16 research, overcoming the guardrails, and why your domain expertise is the only thing keeping you out of full-blown rabbit-hole psychosis.

    Cast: Juan Andres Guerrero-Saade, Ryan Naraine and Gabriel Bernadett-Shapiro.

    Timestamps:
    0:00 Introductory banter
    4:55 Gabe returns: how the models got scary-good at code
    8:45 Bay Area short-termism and the "10x in 18 months" trap
    11:35 VCs as tastemakers, and why that's broken
    13:00 The unpaid-labor pipeline into the AI labs
    18:00 The real misunderstanding about security's moat
    20:18 Bug bounties: a net negative for the industry?
    22:20 The great vuln fire sale — find 50,000, fix zero
    27:28 Who will maintain vetted open-source libraries?
    29:29 FAST 16: how AI actually broke the case open
    35:05 The rabbit-holing machine and the path to "AI psychosis"
    41:05 Stuxnet, Kim Zetter, and the story we'll never be told

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    50 mins
  • Federico Kirschbaum on XBOW, AI Hackers, and the Future of Pen Testing
    May 25 2026

    (Presented by TLPBLACK: A cybersecurity intelligence platform focused on sharing curated, high-sensitivity threat insights and research with trusted security professionals.)

    Three Buddy Problem x Ekoparty Miami: Federico Kirschbaum, founder of Ekoparty and now head of Security Lab at XBOW, talks about what happens to offensive security when an autonomous AI hacker can find and exploit real vulnerabilities. Fede walks through XBOW's "Tales from the Trace," the surreal experience of watching a non-human adversary reason its way to an ASLR bypass, and why he believes pen-testing isn't dying but finally becoming accessible to far more than the world's biggest companies.

    Plus, where humans still matter in the loop, whether an LLM-discovered bug is public by definition, the looming reckoning over software liability, and Halvar Flake's very honest fear of getting lazy.

    Cast: Juan Andres Guerrero-Saade, Ryan Naraine and Federico Kirschbaum.

    Timestamps:
    0:00 Fede's move to XBOW
    2:20 What's XBOW building? An AI hacker for real vulnerabilities
    5:53 Where the human stays in the loop
    6:35 The Exim bug: a craftsman races the LLM to an ASLR bypass
    10:49 Does bug discovery still need a human asking the right question?
    16:24 A short history: Satan, CORE, Metasploit, bug bounties
    18:48 An LLM-discovered bug is public by definition
    24:12 Halvar Flake's laziness worry & the assembly-to-C parallel
    29:47 Rising tides: script kiddies get the full gamut
    41:02 The economics: does pentesting get cheap?
    43:18 Argentina, Ekoparty, and an untapped talent pipeline

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    58 mins