Apple Exploit-Chain Bounties, Wireless Proximity Exploits and Tactical Suitcases
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 (https://twitter.com/juanandres_gs), Ryan Naraine (https://twitter.com/ryanaraine) and Costin Raiu (https://twitter.com/craiu).
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2:23:02
Chris Eng on lessons learned from the NSA, @Stake, Veracode, and 20 years in cybersecurity
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
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 (https://twitter.com/juanandres_gs), Ryan Naraine (https://twitter.com/ryanaraine) and Costin Raiu (https://twitter.com/craiu).
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2:03:28
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2:03:28
Cisco firewall zero-days and bootkits in the wild
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 (https://twitter.com/juanandres_gs), Ryan Naraine (https://twitter.com/ryanaraine) and Costin Raiu (https://twitter.com/craiu).
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1:54:49
Live at LABScon: Aurora Johnson and Trevor Hilligoss on China's 'internet toilets'
Three Buddy Problem - Episode 64: SpyCloud Labs researchers Aurora Johnson and Trevor Hilligoss discuss the world of “internet toilets," the toxic online communities in China where harassment, stalking, and sextortion thrive. We explore how these groups operate, from doxing ex-lovers and enemies to running coordinated campaigns of cyberbullying that often spill into real-world harm. (Recorded at LABScon 2025).
Cast: Aurora Johnson (https://www.labscon.io/speakers/aurora-johnson), Trevor Hilligoss (https://www.labscon.io/speakers/trevor-hilligoss/), Ryan Naraine (https://twitter.com/ryanaraine) and Juan Andres Guerrero-Saade (https://www.linkedin.com/in/jags-is-fine/).
The Three Buddy Problem is a popular Security Conversations podcast that goes beyond industry talking points to discuss what others won’t -- nation-state malware, attribution, cyberwar, ethics, privacy, and the messy realities of securing computers and corporate networks.
Hosted by three veteran security pros -- journalist Ryan Naraine and malware paleontologists Costin Raiu and Juan Andres Guerrero-Saade -- the weekly show attracts a highly engaged audience of security researchers, corporate defenders, CISOs, and policymakers.
Connect with Ryan on Twitter (Open DMs).