Distilled Security Podcast

Justin Leapline, Joe Wynn, and Rick Yocum

Join us on Distilled Security as we delve into the fascinating world of cybersecurity. Each episode, we break down intriguing topics, analyze the latest news, and engage in in-depth conversations with our hosts and invited guests. Whether you're a seasoned professional or just curious about cybersecurity, our podcast offers valuable insights and thought-provoking discussions to keep you informed and entertained. Tune in and stay ahead of the curve in the ever-evolving landscape of cybersecurity.

  1. 2D AGO

    Episode 24: 2 Years, 24 Episodes & The State of Security in the Age of AI

    In this episode, we celebrate our 2nd anniversary and Episode 24 of Distilled Security! We cover the Vercel breach, how a Roblox script led to compromised Google Workspace credentials via an unauthorized OAuth connection. Then we dive into HackerOne, pausing their own bug bounty program, overwhelmed by low-quality, AI-generated submissions. And we close out with the State of Vibe-Coded Security—4,783 AI-assisted apps scanned, 727 critical issues found, and the real question: are you vibe coding or vibe deploying? Plus, a quick look at Claude for Security dropping into public beta and what that means for the industry. All of that, and we crack open a Peerless Double Oak to toast two years of Distilled Security. 🥃 ⏱️ TIMESTAMPS: 00:00 – Intro & 2-Year Anniversary 🎉01:26 – Behind the Scenes & Favorite Moments08:26 – Podcast Metrics & Global Reach24:20 – BSides Pittsburgh 2025 Update 🛡️34:31 – The Vercel Breach & OAuth Risk58:57 – HackerOne Pauses Bug Bounty1:16:05 – Spirit: Peerless Double Oak 🥃1:20:27 – Vibe Coding vs. Vibe Deploying1:26:46 – Claude for Security & AI News1:41:27 – Cheers to Two Years! 🥃 🎙️ HostsJustin Leapline – @justinleaplineJoe Wynn – @wynnjoeRick Yocum – @rickyocum 📬 Send Us Your Questions!ask@distilledsecuritypodcast.com 🌐 Connect with UsWebsite: distilledsecuritypodcast.comX: @DisSecPodEmail: hello@distilledsecuritypodcast.com 👍 Like, comment, and subscribe for monthly security and compliance insights

    1h 43m

  2. APR 14

    Episode 23: Nobody read the report

    In this episode of the Distilled Security Podcast, we break down the Delve scandal—flawed SOC 2 reports, copy-pasted content, and oversight failures that expose deeper issues in compliance-as-a-service. Joined by Matthew J. Schiavone, we examine auditor accountability, quality review gaps, and key differences between SOC 2 and ISO 27001. We also cover what companies should demand from auditors, the role of automation, and whether this scandal will drive real change in the industry.  Topics Covered The Delve scandal—leaked reports, copy-pasted audits & pervasive deficienciesThe AICPA peer review process & AC Corp's adverse findingsSOC 2 vs ISO 27001—oversight models, witness audits & accreditationThe incentive structure driving compliance to the bottomCompliance automation — what works, what doesn't & AI's real roleWhat to ask your auditor before signing anythingTrust centers — done right vs. compliance theaterIs SOC 2 dead? What needs to change & who has to change it Hosts Justin Leapline – @justinleaplineJoe Wynn – @wynnjoeRick Yocum – @rickyocumHosts Matthew J. Schiavone - (Sikich) Connect with Us Website: distilledsecuritypodcast.comX:  @DisSecPodEmail: hello@distilledsecuritypodcast.com

    2h 10m

  3. MAR 9

    Episode 22: Is AI Good for Security, CIRCIA Starts the Clock, and the M&A Problem Nobody's Talking About

    In this episode of the Distilled Security Podcast, we tackle four topics shaping the cybersecurity landscape — from AI's real impact on defense to a wave of regulatory and market changes every security team needs to be tracking. 🔹 Is AI Good for Security? — Anthropic's model finding hundreds of zero days, stock market panic after Claude Code's launch (CrowdStrike down 11%), the "hard things easy, easy things hard" reality of AI, why human-out-of-the-loop isn't ready yet, the coming spike in vulnerability disclosures, and how defenders should be using AI for better hygiene 🔹 CIRCIA Final Rule (May 2026) — The federal incident reporting law hitting critical infrastructure, 72-hour incident and 24-hour ransom payment notification clocks, how "substantial cyber incident" triggers differ from materiality, mid-market companies falling in scope, overlapping timelines with HIPAA/SEC/state breach laws, and building your incident response playbook now 🔹 Protecting Yourself Against a Changing Compliance Landscape — CMMC Phase 2, HIPAA overhaul, CCPA audits all converging, why a unified security program beats framework-by-framework chasing, evidence over policy in audits, engineering continuous compliance through automation, and the reality of doing this without dedicated staff 🔹 Cybersecurity M&A / Consolidation Problem — Google acquiring Wiz for $32B, 10% of the cybersecurity industry changing hands, operational benefits of fewer vendors vs. pricing pressure and talent drain, the OneTrust "sticker on the side" integration warning, Cisco's Startup Studios model, and why consolidation only works if they don't break what made the acquisition special 🥃 Spirit Review: WhistlePig 12 Year Old World Rye PA Fine Wine & Good Spirits Select — Finished in Madeira, Sauternes & Port barrels, 86 proof https://www.whistlepigwhiskey.com/ 📬 Send Us Your Questions! ask@distilledsecuritypodcast.com 🎙️ Hosts Justin Leapline – @justinleapline Joe Wynn – @wynnjoe Rick Yocum – @rickyocum 🌐 Connect with Us Website: distilledsecuritypodcast.com X: @DisSecPod Email: hello@distilledsecuritypodcast.com 👍 Like, comment, and subscribe for weekly security and compliance insights.

    1h 56m

  4. FEB 18

    Episode 21: AI Notetakers Are Illegal, GRC Tools Are Lying, and ISO 42001 Changes Everything

    In this episode of the Distilled Security Podcast, we break down three converging forces reshaping how organizations manage AI risk — and what you need to do about it now. 🔹 BIPA + AI Notetakers — A class action lawsuit exposes unauthorized biometric data collection, why a single Illinois meeting participant creates liability, the Shopify wiretapping dismissal, and the steps you should take today to audit your AI tools🔹 GRC Engineering Meets AI — Real AI compliance tools vs. vaporware, using LLMs for policy drafting and control mapping, the hallucination accountability problem, building AI guardrails as code, and the NIST RFI on AI Agent Security (comments due March 9, 2026)🔹 ISO 42001 Deep Dive — The first AI Management System standard, how it differs from ISO 27001, AI Impact Assessments vs. traditional risk assessments, stakeholder engagement requirements, and why certification is becoming essential for EU AI Act compliance 🥃 Spirit Review: Redbreast 12 Cask Strengthhttps://www.redbreastwhiskey.com/en-us/whiskey-collections/redbreast-cask-strength-whiskey/ ⏱️ Timestamps 0:00 Intro & Episode Overview2:04 BIPA & AI Notetakers25:08 GRC Engineering Meets AI1:07:15 🥃 Spirit Review: Redbreast 12 Cask Strength (Irish Whiskey)1:11:17 ISO 420011:49:30 Outro & wrap-up 🎙️ HostsJustin Leapline – @justinleaplineJoe Wynn – @wynnjoeRick Yocum – @rickyocum 🌐 Connect with UsWebsite: distilledsecuritypodcast.comX: @DisSecPodEmail: hello@distilledsecuritypodcast.com 👍 Like, comment, and subscribe for weekly security and compliance insights.

    1h 51m

  5. JAN 26

    Episode 20 : 2026 Kickoff: Security Resolutions, Key Deadlines, and Don’t Mislead the Feds

    In the first episode of 2026, the Distilled Security team kicks off the year with a practical discussion on security priorities, key compliance dates to watch in 2026, and why misleading the government on cybersecurity compliance can have serious consequences. The conversation focuses on simplifying security programs, returning to core fundamentals, and learning from real-world enforcement and regulatory cases. The episode closes with a holiday pour and a preview of format changes coming next. ⏱️ Timestamps 0:00 Intro & episode overview0:33 2026 security resolutions: simplify & back to basics5:45 “Science projects”: removing emotion from decisions8:36 Justin’s goals: family, travel, business & AI workflows17:52 EOS + Atomic Habits workbook (goal planning)23:54 Key compliance dates to watch in 202631:45 California privacy updates & risk assessments (CCPA)35:39 EU AI Act + NIS2 enforcement ramp-up42:48 Drink break: High West “A Midwinter Night’s Dram.”45:04 Don’t mislead the feds: FedRAMP, SolarWinds, CMMC—wrap-up to 1:20:12 🎙️ Hosts Justin Leapline – @justinleaplineJoe Wynn – @wynnjoeRick Yocum – @rickyocum🌐 Connect with Us Website: distilledsecuritypodcast.comX:  @DisSecPodEmail: hello@distilledsecuritypodcast.com🥃 Drink of the episode: High West A Midwinter Night’s Dram

    1h 20m

  6. 12/08/2025

    Episode 19: Cloudflare Outage, AI-Powered Attacks & The Rise of GRC Engineering | Distilled Security Podcast

    In this episode, we break down a major Cloudflare outage, explore how a nation-state used AI agents to automate a cyberattack, and discuss the growing risks around MCP integrations. We also highlight why GRC Engineering is becoming essential to modern security programs and wrap up with key regulatory updates, including CMMC changes affecting thousands of contractors. Topics covered: • Cloudflare outage impact and root cause• Nation-state attack using AI agents to automate intrusion steps• MCP (Model Context Protocol): power, risks, and examples• Why GRC Engineering is the future of compliance and automation• Updates on GDPR, ISO 27701, California AB 5866, and SEC rules• CMMC assessor shortages and what organizations must prepare for Spirit of the Episode• Knob Creek 21-Year Limited Release, rich caramel notes, heavy char, smooth for 100 proof Timestamps 0:02—Cloudflare Outage Stories & Global Impact3:07—Root Cause, Not a Cyberattack & Third-Party Risk Reality10:38 - China Uses Anthropic’s Claude + MCP for Automated Cyberattacks14:17 - Full AI Attack Lifecycle Explained27:18 - MCP: The API for AI & Its Security Risks44:05 - Bourbon Break: Knob Creek 21-Year Review50:02 - GRC Engineering Deep Dive: Automation & Controls-as-Code1:24:13 - Regulatory Roundup: GDPR, ISO 27701, California AB 566, SEC SP1:44:27 - CMMC 2.0 Crisis: Auditor Shortages & DoD Contract Impact2:11:20 - Closing Thoughts & Episode Wrap-UpHosts Justin Leapline – @justinleaplineJoe Wynn – @wynnjoeRick Yocum – @rickyocumGuest Matthew J. Schiavone - @SikitchConnect with Us Website: distilledsecuritypodcast.comX:  @DisSecPodEmail: hello@distilledsecuritypodcast.com

    2h 12m

  7. 11/10/2025

    Episode 18: TRISS Highlights, Cloud Chaos & SaaS Lessons Learned

    In Episode 18 of the Distilled Security Podcast, Justin Leapline, Joe Wynn, and Rick Yokum recap their time at TRISS, share lessons on storytelling and women in tech, and break down the recent AWS us-east-1 DNS/DynamoDB outage, the Microsoft Front Door global disruption, and the F5 BIG-IP incident.  🔍 We discuss:- TRISS highlights: panels, community & storytelling- “Breaking the glass ceiling” and unintentional bias in meetings- AWS & Microsoft outages: risk, resilience & when multicloud matters- F5 BIG-IP incident and supply chain risk- Launching a GRC SaaS: episki’s journey, lessons & tradeoffs 🥃 Spirit of the episodePenelope Bourbon – Project X (sherry cask finish) ⏱️ Timestamps00:00 – 🥃 Intro & TRISS Recap — Highlights from TRISS: panels, community, and a keynote with Edward Norton 02:40 – 📖 The Power of Storytelling — Why empathy and narrative matter in cybersecurity leadership 04:40 – 👩‍💻 Women in Tech & Bias in Meetings — Real talk about unintentional bias and everyday experiences 20:34 – ☁️ AWS & Microsoft Outages — What happened and what it says about cloud resilience 49:38 - 🥃 Bourbon Break — Enjoying a glass of Penelope Project X 53:30 – 🔥 F5 BIG-IP Vulnerability — Supply chain risk and patching lessons 1:09:50 – 🚀 Launching episki (GRC SaaS) — Building simply, shipping fast, and learning from users 1:52:22 – 🧭 Reflections & Closing Thoughts — Culture, resilience, and what’s next 🎧 HostsJustin Leapline Joe Wynn Rick Yocum  🌐 Connect with UsWebsite: distilledsecuritypodcast.comX : @DisSecPodEmail: hello@distilledsecuritypodcast.com

    1h 53m

  8. 10/13/2025

    Episode 17: TPRM Is Worthless?! NY DFS Part 500, Security Negotiation Tips & Mezcal

    🎙️ Welcome back to the Distilled Security Podcast - Episode 17! In this episode, Justin, Joe, and Rick break down several major cybersecurity and compliance updates shaping the landscape this fall. From regulatory deadlines to the futility of checkbox TPRM exercises, the crew dives deep into what actually matters for security leaders and business owners navigating today’s risk environment. Also, join us at TRISS in Pittsburgh, PA, at the David this October 29,2025! We have our own booth and will be doing something fun there. Also, we are sponsoring the After Party! Please come say hi! 🔹 Topics Covered NY DFS Part 500: Final Requirements Take Effect November 1 The hosts unpack the final phase of New York’s cybersecurity regulation, what’s changing, and what companies must have in place before the enforcement deadline. Negotiating Security How smaller companies can push back or reframe due diligence requirements—substituting a SOC 2 or ISO 27001 certification with custom questionnaires, summaries, or shared evidence that reflect real security maturity instead of checklists. “TPRM Is Worthless” A candid discussion on the state of third-party risk management: why it’s often broken, what needs to change, and how to make it meaningful rather than bureaucratic. Department of War Announces New Cybersecurity Risk Management Construct The team explores the DoD’s latest cybersecurity framework announcement—what it means for contractors, how it overlaps with CMMC and NIST 800-171, and whether it will actually simplify or complicate compliance. 🥃 Spirit Review One of Us Mezcal — This small-batch mezcal impresses with its earthy smoke, hints of citrus, and smooth finish. The guys compare it to other craft agave spirits they’ve tried and debate whether it pairs better with a quiet evening or post-recording celebration. Find it here: https://oneofusmezcal.com/products/cuishe-mezcal-the-wild-one ⏱️ Timestamps 0:00 – Introduction & Travel Mishap 6:25 – New Laptop Twins & Backup Strategies 11:35 – NY DFS Part 500 Updates 27:30 – DFS Reporting & Organizational Accountability 33:30 – Negotiating Security Requirements 47:46 – Cultural Nuances in Negotiation 50:20 – Spirit Review: One of Us Mezcal 52:55 – TPRM Is Worthless? 57:50 – Fixing Broken Vendor Risk Workflows 1:08:21 – Vendor Resilience vs. Security 1:18:20 – New DoW/DoD Cybersecurity Risk Management Construct 1:35:06 - BSides Pittsburgh Planning & Sponsorship 1:38:35 - DSP at TRISS 1:39:51 – Closing Remarks & Outro 🎧 Hosts Justin Leapline – @justinleapline Joe Wynn – @wynnjoe Rick Yocum – @rickyocum 🌐 Connect with Us Website: distilledsecuritypodcast.com 🐦 Twitter: @DisSecPod 📧 Email: hello@distilledsecuritypodcast.com

    1h 41m
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About

Join us on Distilled Security as we delve into the fascinating world of cybersecurity. Each episode, we break down intriguing topics, analyze the latest news, and engage in in-depth conversations with our hosts and invited guests. Whether you're a seasoned professional or just curious about cybersecurity, our podcast offers valuable insights and thought-provoking discussions to keep you informed and entertained. Tune in and stay ahead of the curve in the ever-evolving landscape of cybersecurity.

Information

  • Creator
    Justin Leapline, Joe Wynn, and Rick Yocum
  • Years Active
    2024 - 2026
  • Episodes
    25
  • Rating
    Clean
  • Copyright
    © 2025 Distilled Security Podcast
  • Show Website
    Distilled Security Podcast

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