Three Buddy Problem

Latest Episodes:

Gemini 3 reactions, Fortinet/Chrome zero-days, a Cloudflare monoculture and a billion-dollar crypto twist Nov 21, 2025

Show notes

(Presented by Material Security: We protect your company’s most valuable materials -- the emails, files, and accounts that live in your Google Workspace and Microsoft 365 cloud offices.)

Three Buddy Problem - Episode 73: The buddies react to Google’s release of Gemini 3 and its early performance, new Chrome interface changes landing on users’ machines, and major highlights from CYBERWARCON. We revisit the long-running debate over APT naming conventions, examine Amazon’s latest threat-intel reporting on Iranian activity, and walk through the Cloudflare outage that briefly knocked chunks of the internet offline.

Plus, new APT reports from ESET, Positive Technologies, and SecurityScorecard, and China's CN-CERT (now validated claim) that the U.S. government seized billions in Bitcoin tied to the Lubian mining-pool hack.

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

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Anthropic Claude Code automating APT hacks, KnownSec leak, Chinese buses with remote access Nov 14, 2025

Show notes

Presented by Material Security: We protect your company’s most valuable materials -- the emails, files, and accounts that live in your Google Workspace and Microsoft 365 cloud offices.

Three Buddy Problem - Episode 72: We unpack Anthropic’s conflicting self-promotion around the “first AI-orchestrated cyberattack” using Claude Code and the future of automated APT attacks.

Plus, Chinese cyber vendor KnownSec falls victim to data breach, fresh accusations that the U.S. stole billions in Bitcoin, Amazon warning about Cisco/Citrix zero-days, Google’s new Private AI Compute and Microsoft kernel zero-day marked as "actively exploited."

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

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LIVE from Ring0 COUNTERMEASURE: Google v FFmpeg, Ransomware Turncoats, Samsung 0days Nov 10, 2025

Show notes

Presented by Material Security: We protect your company’s most valuable materials -- the emails, files, and accounts that live in your Google Workspace and Microsoft 365 cloud offices.

Three Buddy Problem - Episode 71: The buddies travel to Canada for a live recording at the Countermeasure conference, discussing the Google v FFmpeg open-source patching brouhana, ransomware negotiators charged and linked to ransomware attacks, the looming TP-Link ban in the U.S., and the discovery of LANDFALL, an APT attack caught using a Samsung mobile zero-day.

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

Links:

Material Security — We protect your company’s most valuable materials — the emails, files, and accounts that live in your Google Workspace & Microsoft 365 cloud offices.
Transcript (unedited, AI-generated)
FFmpeg complains about Google BigSleep AI
Google v FFmpeg brouhaha
Curl's Daniel Stenberg on a new breed of AI analyzers
unit42.paloaltonetworks.com
iOS 26.1 security updates
U.S. agencies back banning TP-Link home routers on security grounds
TLP BLACK

OpenAI’s Dave Aitel talks Aardvark, economics of bug-hunting with LLMs Oct 31, 2025

Show notes

Three Buddy Problem - Episode 70: Dave Aitel from OpenAI's technical staff joins the buddies to discuss the just-launched Aardvark, OpenAI’s agentic “security researcher” that claims to read code, finds bugs, validates exploits, and ships patches. We press him on where LLMs beat fuzzers, privacy boundaries, human-in-the-loop realities, SDLC budgets, pen-test cadence, and the zero-day economy.

Plus, L3 Harris/Trenchant exec pleads guilty to selling exploits to Russian brokers, Kaspersky catches the return of HackingTeam using Chrome zero-day exploit chain, and news of a proposed law in Russia to force researchers to report vulnerabilities first to goverment agencies.

Cast: Dave Aitel (Technical Staff, OpenAI), Juan Andres Guerrero-Saade, Ryan Naraine and Costin Raiu.

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Apple’s iOS forensics freeze, WhatsApp zero-click, China outs NSA Oct 24, 2025

Show notes

Three Buddy Problem - Episode 69: We dig into news that Apple's iOS 26 has quietly killed the shutdown.log forensic artifact used to spot signs of infections and what it means for threat hunters. Plus, whispers of a million-dollar WhatsApp zero-click exploit that never materialized at Pwn2Own, a surreal court case linking a Trenchant exploit developer to Russian buyers, and Chinese threat intel reports pointing fingers at the NSA.

We also discuss calls for the US government to build a structured, lawful ecosystem for private-sector offensive operations to address existing chaos and market gaps.

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

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JAGS LABScon 2025 keynote: Steps to an ecology of cyber Oct 18, 2025

Show notes

Three Buddy Problem (Episode 68): The buddies are trapped in timezone hell with cross-country travel this week.

In this special episode, we present Juan Andres Guerrero-Saade's LABScon 2025 keynote-day presentation on the state of cybersecurity and why this phase of our collective project has failed, and how to build something smarter, more sustainable, and deeply interconnected in its place.

Juanito traces the field’s evolution from chaos to consolidation, weaving in cybernetics, standardization, and the dawning coexistence of human and artificial evaluative power. The result is part philosophical sermon, part rallying cry, an invitation to reject the industry’s slave morality, rethink our tools, and steer the next era of defense with intention.

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Apple Exploit-Chain Bounties, Wireless Proximity Exploits and Tactical Suitcases Oct 11, 2025

Show notes

Three Buddy Problem - Episode 67: We discuss the rise of automated red-teaming, Apple’s $2 million exploit chain bounties aimed at outbidding spyware brokers and the iPhone maker's focus on wireless proximity attacks and “tactical suitcase” Wi-Fi exploits. We also hit the news of Paragon spyware targeting European executives and the bizarre story of NSO Group’s supposed US investor buyout.

Plus, an update on Oracle’s zero-day ransomware fiasco, Ivanti’s endless patch delays, the ethics of journalists enabling ransomware operations on leak sites, Europe’s latest failed push for Chat Control, and VirusTotal’s new pricing tiers.

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

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Chris Eng on lessons learned from the NSA, @Stake, Veracode, and 20 years in cybersecurity Oct 07, 2025

Show notes

This week on Security Conversations, Ryan sits down with Chris Eng, former Chief Research Officer at Veracode, to talk about life after nearly two decades at one company and the lessons learned along the way. They dig into a career start at the NSA, the early days of @Stake and the Symantec acquisition, and the birth and ambitions of Veracode.

Plus, thoughts on how helping startups shape product strategy, what it takes to translate technical expertise into business impact, and how security culture has evolved since the early “hacker-to-enterprise” days. The conversation touches on defining your career beyond titles, how the perception of “cybersecurity” has changed over the years, and why the industry still has plenty of room for curiosity, reinvention, and good storytelling.

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Oracle cl0p ransomware crisis, EU drone sightings, Cisco bootkit fallout Oct 03, 2025

Show notes

Three Buddy Problem - Episode 66: We discuss drone sightings that shut down airports across Europe and what they reveal about hybrid warfare and the changing nature of conflict; Oracle ransomware/extortion campaign tied to unpatched E-Business Suite vulnerabilities and the company’s muted response.

Plus, the TikTok–Oracle deal and the strange role Oracle now plays in U.S. national security; OpenAI’s Sora 2 launch and its implications for social media and human expression; Palo Alto’s “Phantom Taurus” APT report, a follow-up on Cisco’s ArcaneDoor disclosures, and the impact of the U.S. government shutdown on CISA.

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

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Cisco firewall zero-days and bootkits in the wild Sep 27, 2025

Show notes

Three Buddy Problem - Episode 65: We zero in on one of the biggest security stories of the year: the discovery of a persistent multi-stage bootkit implanting malware on Cisco ASA firewalls. Details on a new campaign, tied to the same threat actors behind ArcaneDoor, exploiting zero-days in Cisco’s 5500-X series appliances, devices that sit at the heart of government and enterprise networks worldwide.

Plus, Cisco’s controversial handling of these disclosures, CISA's emergency deadlines for patching, the absence of IOCs and samples, and China’s long-term positioning. Plus, thoughts on the Secret Service SIM farm discovery in New York and evidence of Russians APTs Turla and Gamaredon collaborating to hit Ukraine targets.

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

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