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

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 (https://twitter.com/juanandres_gs), Ryan Naraine (https://twitter.com/ryanaraine) and Costin Raiu (https://twitter.com/craiu).

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.

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).

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.

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).

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).

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/).

Three Buddy Problem - Episode 63: Co-founder of the Vertex Project Visi Stark joins the buddies to reminisce about his work writing Mandiant's famous APT1 report, the China-nexus threat landscape, the value of cyber threat intelligence, APT-naming schemes, and more... (Recorded at LABScon 2025) Cast: Juan Andres Guerrero-Saade (https://twitter.com/juanandres_gs), Ryan Naraine (https://twitter.com/ryanaraine) and Visi Stark (https://x.com/Invisig0th).

Three Buddy Problem - Episode 62: Lindsay Freeman, Director of the Technology, Law & Policy program at the Human Rights Center, UC Berkeley School of Law, joins the show to discuss her team's meticulous work to document the Wagner Group's chain of command, military operations in parts of Africa, and the broadcasting of war crimes on social media platforms like Telegram. (Recorded at LABScon 2025) Cast: Juan Andres Guerrero-Saade (https://twitter.com/juanandres_gs), Ryan Naraine (https://twitter.com/ryanaraine) and Lindsay Freeman (https://x.com/lindsaysfreeman).

Three Buddy Problem - Episode 61: We cover a pair of software supply chain breaches (Salesforce Salesloft Drift and NPM/GitHub) that raises big questions about SaaS integrations and the ripple effects across major security vendors. Plus, Apple’s new Memory Integrity Enforcement in iPhone 17 and discussion on commercial spyware infections and the value of Apple notifications; concerns around Chinese hardware and surveillance equipment in US infrastructure; Silicon Valley profiting from China’s surveillance ecosystem; and controversy around a Huntress disclosure of an attacker’s operations after an EDR agent was mistakenly installed. Cast: Juan Andres Guerrero-Saade (https://twitter.com/juanandres_gs), Ryan Naraine (https://twitter.com/ryanaraine) and Costin Raiu (https://twitter.com/craiu).