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Ever wonder why some shows last for years while others fade before episode seven? We sit down with Jack from Darknet Diaries to unpack the systems, mindset, and storytelling choices that keep a podcast resilient without burning out the host. Instead of chasing viral spikes, Jack lays out a playbook for steady growth: batch recording, rest cycles, and that deceptively powerful one percent month-over-month target. It’s practical, humane, and it works.

We dig into his editorial compass with three distinct tracks: personal obsessions, proven crowd favorites, and bold forays into new communities like crypto and gaming. Jack explains why listeners often prefer penetration test stories over higher-stakes CIA operations, and what it takes to earn trust from niche audiences by learning their culture first. The curtain pulls back on hard-to-book guests, silent PR walls, and the rare times a source vanishes after recording—plus the elusive thrill of chasing “ghost” hackers who should never speak on record.

From there, the conversation turns to craft. Jack’s background as a network security engineer sharpened his ability to explain complex topics simply. He shares how layered explanations let beginners and veterans both feel seen, why command line beats screenshot soup, and how relentless revision turns knowledge into clarity. We also tackle AI and cybersecurity with nuance: not as job eraser, but capability amplifier. Think better triage, secure-by-default coding, and an arms race where defenders and attackers wield similar tools—and the edge comes from better questions and stronger priorities.

Beyond the studio, Jack talks health, music, language learning, and swing dance, and how a wetware mindset—designing stories to trigger empathy and memory—guides every episode. If you care about making work that lasts, telling stories that land, and adopting AI without losing the plot, this conversation is a masterclass in sustainable creativity and modern security. Subscribe, share with a friend who needs a morale boost, and leave a review with the one tactic you’ll try next.

Darknet Diaries: https://www.youtube.com/jackrhysider

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In this episode, Joe sits down with Brian Long, CEO of Adaptive Security, to delve into the evolving landscape of cybersecurity, focusing on the alarming rise of AI-powered social engineering attacks. Brian shares insights from his extensive experience, highlighting the sophisticated tactics used by attackers, including deep fake technology and AI agents. They discuss the challenges organizations face in adapting to these threats and the importance of awareness and robust security controls. Tune in to learn about the future of cybersecurity and how companies can better prepare for the next wave of digital threats.

00:00 Introduction to Security Challenges
04:08 AI-Powered Social Engineering Threats
09:45 The Opaque Nature of Cybersecurity Incidents
14:08 Deep Fakes and Their Evolution
18:48 Hiring Risks in the Age of Deep Fakes
23:00 The Future of Cyber Threats and Anarchy
28:04 The Arms Race: AI Detection vs. Deepfakes
32:49 Preparing for the Future: Awareness and Training
39:26 The Evolving Threat Landscape: Beyond Traditional Security

https://www.adaptivesecurity.com/

https://www.linkedin.com/in/brianclong/

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Follow the Podcast on Social Media!

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Twitter: https://twitter.com/SecUnfPodcast

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We trace a journey from a teenage online threat to security engineering at global scale, exploring how deep fundamentals and distributed thinking shape reliable defenses. Along the way, we unpack certifications, teaching at scale, and building a practical path for learners worldwide.

• curiosity-driven path from fear to purpose
• foundations before security: systems then networks
• depth of concepts vs surface knowledge
• thinking at scale with distributed systems
• threat modeling as a constant that endures
• learning the why behind legacy architectures
• community building through a book and courses
• coding confidence for security practitioners
• practical framework for choosing certifications
• direction over collecting badges
• reflecting on progress and resetting goals
• links to connect and learn more

Use the code security50 to get 50% off the upcoming cybersecurity bootcamp at learn.thecyberinstructor.com

Support the show

Follow the Podcast on Social Media!

Tesla Referral Code: https://ts.la/joseph675128

YouTube: https://www.youtube.com/@securityunfilteredpodcast

Instagram: https://www.instagram.com/secunfpodcast/
Twitter: https://twitter.com/SecUnfPodcast

Affiliates
➡️ OffGrid Faraday Bags: https://offgrid.co/?ref=gabzvajh
➡️ OffGrid Coupon Code: JOE

➡️ Unplugged Phone: https://unplugged.com/
Unplugged's UP Phone - The performance you expect, with the privacy you deserve. Meet the alternative. Use Code UNFILTERED at checkout

*See terms and conditions at affiliated webpages. Offers are subject to change. These are affiliated/paid promotions.