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From Air Force Technology to Cyber CEO: Lessons in Risk, AI, and Leadership Ft. Ahmad Austin

From Air Force Technology to Cyber CEO: Lessons in Risk, AI, and Leadership Ft. Ahmad Austin

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 On this week’s Ask a CISSP special episode of The Other Side of the Firewall, I talk with Air Force veteran and cybersecurity leader Ahmad Rashaan Austin about his journey from zero computer skills to founder of Cy3 Security, LLC. We explore risk management, responsible AI adoption, leadership communication, and his new book, The Boundaryless Enterprise. If you’re building a cyber career or leading tech teams, this episode delivers actionable insights straight from the front lines. Check it out on your favorite podcast platform! Buy Ahmad R. Austin's The Boundaryless Enterprise: Redesigning Oversight for the Age of Intelligent Systems https://a.co/d/dfCToig Please LISTEN 🎧 LIKE 👍🏿 and SHARE ❤️ Thanks! Socials: Website - www.ramcyber.io Heroes Media Group: https://www.heroesmediagroup.com/shows/the-other-side-of-the-firewall/ Audio - https://podcasts.apple.com/us/podcast/the-other-side-of-the-firewall/id1542479181 YouTube - https://www.youtube.com/@theothersideofthefirewall7511 ReppedFLIX - https://lnkd.in/eVis2CbS WDJY 99.1 FM: https://www.wdjyfm.com/ TuneIn: https://lnkd.in/e2crcZU8 Facebook - https://www.facebook.com/profile.php?id=61556539026086 Instagram - https://www.instagram.com/theothersideofthefw X (Twitter) - https://twitter.com/Ask_a_CISSP TikTok - https://www.tiktok.com/@ryanwilliams683 Medium - https://medium.com/@ryanwilliamssenior Subscribe to LinkedIn Newsletter - https://www.linkedin.com/build-relation/newsletter-follow?entityUrn=7172626552545865728 LinkedIn - https://www.linkedin.com/company/the-other-side-of-the-firewall/ Ryan on Twitter, LinkedIn, Clubhouse, and Threads - @ryrysecurityguy Chris on LinkedIn - https://www.linkedin.com/in/chrisabacon/ Chapters 0:00 – Intro to the Episode & Guest 1:00 – Ahmad’s Background: Decatur Roots & Military Journey 3:00 – Military Life & Transition into IT 5:00 – From No Computer Skills to Cyber Career 7:00 – Starting in Cybersecurity as a Contractor 9:00 – Founding Cy3 Security, LLC 10:30 – Services Offered by Cy3 Security 12:00 – Risk Management vs. AI Hype 14:00 – The Story Behind The Boundaryless Enterprise 16:00 – Why Organizations Fail at Governance 18:00 – AI Agents, Identity, and Risk 20:00 – The Dangers of AI Drift & Inaccurate Output 23:00 – Using Architecture to Govern AI 26:00 – The Hallucination Problem with AI Tools 29:00 – Third-Party Risk & Vendor Transparency 31:00 – Military Risk Culture vs. Private Sector 34:00 – Why Companies Need Better Risk Imagination 36:00 – Transitioning Into Cyber Entrepreneurship 38:00 – How Ahmad Recharges: Training in Wing Chun Kung Fu 40:00 – Book Release Details & Where to Find Ahmad 41:00 – Final Thoughts and Episode Wrap-Up #cybersecurity #aigovernance #BoundarylessEnterprise
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