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Adventures of Alice & Bob

Merchants Media
Adventures of Alice & Bob
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  • Ep. 86 - When Your VPC Partner Gets Pwned // Brian Wagner
    In this episode, James Maude sits down with Brian Wagner, CTO at Revenir, whose cybersecurity story started at just 15, building Microsoft Access databases for a medical hospice. From teenage entrepreneur to AWS security specialist, Brian’s path has been anything but ordinary. He pulls back the curtain on his time with the elite Zipline incident response team where he confronted a catastrophic VPC peering breach that spiraled into data theft and blackmail. Together, James and Brian dissect how vendor network compromises can silently open doors into your cloud and why Brian insists that true security isn’t something you bolt on later - it’s a culture you build from day one.
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  • Ep.85 - Subterfuge and Social Engineering // Matthew Toussain
    Join host James Maude for a candid conversation with Matthew Toussaint - founder of Open Security and mastermind behind the legendary Subterfuge framework that once forced Starbucks to overhaul its Wi-Fi security. From his unexpected path as an aspiring Air Force lawyer to becoming a renowned cybersecurity educator, Matthew shares a lifetime of stories: a physical pen test that went spectacularly wrong at a franchise location, a medical clinic investigation that exposed an insider threat with international stakes, and how old-school phone-based social engineering works in the age of identity threats. They dive into why AI is about to make help desk social engineering terrifyingly scalable, how a nervous 21-year-old’s DefCon talk reshaped network security, and why, despite decades of warnings, the industry is still failing at the basics while attackers rapidly scale with artificial intelligence.
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  • Ep. 84 - Catching the Csaba Richter Hacker // Miguel Clarke
    Former FBI Supervisory Special Agent Miguel Clarke joins hosts James Maude and Marc Maiffret to reflect on 25 years at the front lines of cybersecurity. From coding in BASIC on his Commodore 64 to helping uncover the digital trail behind 9/11, Miguel shares raw, behind-the-scenes stories of how real cyber investigations unfold. In this episode, you'll hear how a casual beer in Nebraska sparked a career in federal law enforcement, why psychology plays a critical role in executing search warrants, and how early cyber sleuths tracked international hackers with nothing but screen scrapes and UUencoded files. Miguel also takes us deep inside the Swedish secret police operation that caught the infamous Csaba Richter hacker, explores the rise of Eastern Europe’s cybercrime economy, and breaks down the forensic breakthroughs that helped investigators piece together one of the most pivotal events in modern history. 00:00 - Introduction and Welcome 01:32 - Early Technology Interest with Commodore Computers 03:24 - System Shock and the $2,100 Computer Upgrade Nightmare 05:22 - Gaming Influence on Career Path and FBI Power Dynamics 06:42 - The Beer That Started an FBI Career 10:03 - FBI Training and Imposter Syndrome at Quantico 14:11 - Sales Skills Meet FBI Investigation Work 18:04 - Search Warrant Psychology and Family Dynamics 24:08 - The Chaba Richter International Cyber Case 27:38 - Eastern European Cybercrime Economy Theory 31:51 - Evolution from Website Defacements to Nation-State Attacks 36:24 - Digital Aspects of 9/11 Investigation 42:25 - 9/11 Digital Forensics and HTML Tag Discovery 47:56 - Transition from FBI to Private Sector 51:32 - Leadership Philosophy and Closing Thoughts
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  • Ep. 82 – Security Tools Are Failing: Lessons from the 2025 Microsoft Vulnerability Report
    BeyondTrust's 2025 Microsoft Vulnerability Report dropped—and it’s a wake-up call. With 1,360 new vulnerabilities and elevation of privilege attacks dominating the landscape, even insurance companies are backing away from covering privileged service accounts. In this special episode, cybersecurity veterans James Maude, Paula Januszkiewicz, Sami Laiho, Kip Boyle, and Charles Henderson dig into what the data from the 2025 report really means. Forget the fearmongering—this is about clear-headed, field-tested advice. You’ll hear why flashy security tools often sit unused, how simple controls could prevent 60% of attacks, and why "secure by default" still hasn’t delivered. From AI-driven vulnerability discovery to cloud missteps that could sink your stack, this isn’t your usual “patch faster” sermon—it’s a blueprint for getting real results. If you’re overwhelmed by alerts, underwhelmed by your security stack, or just tired of doing more with less, this episode is your lifeline.
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  • Ep. 81 - From DVWA to Nerf Wars: Tales of DigiNinja // Robin Wood
    In today’s episode, James Maude chats with Robin Wood—better known as “DigiNinja”—the creator of DVWA and co-founder of SteelCon. Robin shares wild stories from his hacking career, including an infamous SQL injection that accidentally overwrote every customer’s credit card info on a gambling site, how he took down entire client networks with just two packets, and the origins of the UK’s most eccentric security conference, SteelCon—featuring 450 stuffed whippets and full-on Nerf gun warfare.
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Over Adventures of Alice & Bob

Welcome to the Adventures of Alice & Bob Podcast, where we talk shop with pen testers, hackers, and the unsung heroes of the cybersecurity world about the human element of being on the front lines of cyber attacks. Produced by Merchants Media. For booking inquires, email [email protected]
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