From Black Hat to Bug Bounties [Pt. 2] with Thomas DeVoss

From Black Hat to Bug Bounties [Pt. 2] with Thomas DeVoss

We’re joined again by the hacker’s hacker, Tommy DeVoss, aka dawgyg. Bug bounty hunter and reformed black hat, Tommy dives back into a great conversation with us about his journey in hacking and his advice to future red team offensive hackers. We cover everything we couldn’t get to from part 1 of our interview, including his struggles with burnout, his past hacking foreign countries on a bold quest to stop terrorism, and his future in Twitch streaming to teach you how to be a better bug bounty hunter.

Timecoded Guide:

[02:57] Fixating on hacking because of the endless possibilities and iterations to learn

[09:54] Giving advice to the next generation of hackers

[17:17] Contacting Tommy and keeping up with him on Twitter

[21:43] Planning a Twitch course to teach hackers about bug bounties using real bugs and real-world examples

[24:57] Hacking in the early 2000s and understanding the freedom Tommy has to talk about any and all illegal hacking he’s done now that he’s gone to prison

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Do you ever struggle with burnout when it comes to hacking?

Hacking has maintained Tommy’s interest longer than anything else because of the constant changes in technology and the ever-evolving issues in the online world. However, just because hacking is his passion, doesn’t mean that burnout or frustration never happens. Currently, Tommy is taking more of a break with hacking, letting his current day job and his passion for gaming have a front seat. However, he’s still firmly in the industry, passionately developing learning opportunities for future hackers and answering questions from cyber professionals of all backgrounds.

“I do get burned out sometimes…When it comes to bug bounty hunting, I try and make it so it averages out to where I make at least $1,000 an hour for my effort. It doesn't always work. Sometimes I'm more, sometimes I'm less, but I try and get it so it averages out to about that.”

What hacking advice would you give the younger version of yourself?

Although his black hat ways resulted in prison time for Tommy, he doesn’t regret his past and instead seeks to teach others the lessons he’s learned. When we asked Tommy for advice for new hackers, he was clear that success is a longer journey than people assume it is. Tommy’s success was not a fluke, it took years of hands-on learning and patience with failures in order to develop his bug bounty skills. Nothing is actually automatic or easy with hacking, especially as the technology continues to change and evolve. Tommy wants hackers to take every opportunity to try out their skills, even if it's a complete failure.

“Don't expect success overnight. Also, don't let failure discourage you. When it comes to hacking, you're going to fail significantly more than you're going to succeed. And the people that are successful in bug bounties are the ones that don't let those failures discourage them.”

What do you think about the “media obsessed” stereotype many people have about black hat hackers?

Wrapping up today, Tommy tells us that he’d be happy to be back in the Hacker Valley Studio again some time. Although the stereotype of a black hat hacker wanting attention from the media is disproven, Tommy believes that he definitely has craved that media attention for a large majority of his hacking career. Starting in the early 2000s, after 9/11, Tommy had one of his first brushes with fame in an interview with CNN about hacking Middle Eastern companies. Although his hacking and his politics have changed since then, Tommy enjoys having in-depth conversations about hacking and explaining the intricacies of what he does.

“We loved the attention back then, and I still love the attention now, it's nice. The good thing about now is, because I already got in trouble for everything that I've done, I've done my prison time, I don't have anything that I did illegally on the computer anymore that I can't talk about, because I've already paid my debt to society.”

What are the best ways for people to keep up with what you’re doing?

Considering Tommy’s success, it’s understandable that a lot of cyber professionals and amateurs have tons of questions for him. When it comes to getting in contact with Tommy, he recommends tweeting him on Twitter publicly so that he can not only answer your question, but help others with the exact same questions. Education is key, and Tommy is so dedicated to teaching other hackers that he’s currently developing a recurring Twitch stream centered around helping others learn about bug bounty hunting.

“I don't know how successful we're going to be in finding the bugs, but I think it'll be fun to teach people [on Twitch] and do it that way, so that they can actually spend some time learning it. The best way to actually learn this stuff is to actually try and do the hacking.”

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Links:

Stay in touch with Thomas DeVoss on LinkedIn and Twitter.

Check out the Bug Bounty Hunter website.

Keep up with Hacker Valley on our website, LinkedIn, Instagram, and Twitter.

Follow Ron Eddings on Twitter and LinkedIn

Catch up with Chris Cochran on Twitter and LinkedIn

Purchase a HVS t-shirt at our shop

Continue the conversation by joining our Discord

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Breaking Into Banks and Bypassing Modern Security with Greg Hatcher and John Stigerwalt

Breaking Into Banks and Bypassing Modern Security with Greg Hatcher and John Stigerwalt

Three banks in four days isn't just a bragging right for penetration testers. It's a wake-up call showing that expensive security tools and alarm systems often fail when tested by skilled operators who understand both human behavior and technical vulnerabilities. Greg Hatcher and John Stigerwalt, co-founders of White Knight Labs, talk about their latest physical penetration tests on financial institutions, manufacturing facilities protecting COVID-19 vaccine production, and why their new Server 2025 course had to rewrite most common Active Directory tools. They share stories of armed guards, police gun draws, poison ivy reconnaissance, and a bag of chips that saved them from serious trouble. The conversation reveals why EDR alone won't stop ransomware, how offline backups remain the exception rather than the rule, and what security controls actually work when attackers bring custom tooling. Impactful Moments: 00:00 - Intro 01:00 - New training courses launched 03:00 - Server 2025 breaks standard tools 05:00 - COVID facility physical penetration 07:00 - Armed guards change the game 10:00 - Police draw guns on operators 13:00 - Bag of chips saves the day 15:00 - Nighttime versus daytime physical tests 18:00 - VIP home security assessments 20:00 - 2026 threat predictions 22:00 - Why EDR doesn't stop ransomware 27:00 - Low cost ransomware simulation ROI 29:00 - Three banks in four days 32:00 - Deepfake as the new EDR Links: Connect with our guests –  Greg Hatcher: https://www.linkedin.com/in/gregoryhatcher2/ John Stigerwalt: https://www.linkedin.com/in/john-stigerwalt-90a9b4110/ Learn more about White Knight Labs: https://www.whiteknightlabs.com Check out our upcoming events: https://www.hackervalley.com/livestreams Join our creative mastermind and stand out as a cybersecurity professional: https://www.patreon.com/hackervalleystudio Love Hacker Valley Studio? Pick up some swag: https://store.hackervalley.com Continue the conversation by joining our Discord: https://hackervalley.com/discord Become a sponsor of the show to amplify your brand: https://hackervalley.com/work-with-us/

18 Dec 33min

Defending Your Cyber Systems and Your Mental Attack Surface with Chris Hughes

Defending Your Cyber Systems and Your Mental Attack Surface with Chris Hughes

When your firewall forgets to buckle up, the crash doesn’t happen in the network first, it happens in your blindspots. In this episode, Ron is joined by returning guest Chris Hughes, Co-Founder of Aquia and host of the Resilient Cyber podcast. Chris helps reframe vulnerability work as exposure management, connect technical risk to human resilience, and break down the scoring and runtime tools security teams actually need today. Expect clear takeaways on EPSS, reachability analysis, ADR, AI’s double-edged role, and the one habit Chris swears by as a CEO. This episode fuses attack-surface reality with mental-attack-surface strategy so you walk away with both tactical moves and daily practices that protect systems and people. Impactful Moments: 00:00 - Intro 02:00 - Breaking: Fortinet WAF zero-day & visibility lesson 05:00 - Meet Chris Hughes: CEO, author, Resilient Cyber host 08:00 - Mental attack surface explained and why it matters 18:00 - From CVSS to EPSS, reachability, and ADR realities 21:00 - AI as force-multiplier for attackers and defenders 24:30 - Exposure vs vulnerability naming, market trends 26:00 - Chris’s book & how to follow his work 30:00 - Ron’s solo: 3 pillars to patch your mindset 34:00 - Closing takeaways and subscribe reminder Links: Connect with our guest, Chris Hughes, on LinkedIn: https://www.linkedin.com/in/resilientcyber/ Check out the article on the Fortinet exploit here: https://www.helpnetsecurity.com/2025/11/14/fortinet-fortiweb-zero-day-exploited/  Check out our upcoming events: https://www.hackervalley.com/livestreams Join our creative mastermind and stand out as a cybersecurity professional: https://www.patreon.com/hackervalleystudio Love Hacker Valley Studio? Pick up some swag: https://store.hackervalley.com Continue the conversation by joining our Discord: https://hackervalley.com/discord Become a sponsor of the show to amplify your brand: https://hackervalley.com/work-with-us/

11 Dec 34min

Thriving Beyond Human Labor with Context-Powered AI with Daniel Miessler

Thriving Beyond Human Labor with Context-Powered AI with Daniel Miessler

The real disruption isn’t AI replacing humans, it’s the shocking possibility that human labor was the economic bubble all along. In this episode, Ron Eddings sits down with Daniel Miessler, founder of Unsupervised Learning and longtime security leader, to break open why companies are hitting record profits with shrinking workforces, and what that means for your future. Daniel shares how AI agents, context management, and his Telos problem-first framework are reshaping what it means to create value in the modern economy. From Apple to Human 3.0, Daniel explains why building in public, learning fast, and solving real problems are the ultimate career edge in an AI-powered world. Impactful Moments: 00:00 - Introduction 02:00 - Jobless profit boom accelerates 05:00 - Daniel's AI journey at Apple 08:00 - Building careers around problems 12:00 - AI bubble or timing problem 15:00 - Nine-year-old codes app in two hours 18:00 - Human labor is the bubble 22:00 - Context management changes everything 26:00 - Adaptation equals survival Links: Daniel’s Website: danielmiessler.com/ Daniel’s Github: https://github.com/danielmiessler/ Daniel’s LinkedIn: https://www.linkedin.com/in/danielmiessler/ Upcoming events: https://www.hackervalley.com/livestreams Love Hacker Valley Studio? Pick up some swag: https://store.hackervalley.com Continue the conversation by joining our Discord: https://hackervalley.com/discord Become a sponsor of the show to amplify your brand: https://hackervalley.com/work-with-us/ Join our creative mastermind and stand out as a cybersecurity professional: https://www.patreon.com/hackervalleystudio

4 Dec 29min

Building EDR for AI: Controlling Autonomous Agents Before They Go Rogue with Ron Eddings

Building EDR for AI: Controlling Autonomous Agents Before They Go Rogue with Ron Eddings

AI agents aren't just reacting anymore, they're thinking, learning, and sometimes deleting your entire production database without asking. The real question isn't if your AI agent will be hacked, it's when, and whether you'll have the right hooks in place to stop it before it happens. In this episode, Ron breaks down the ChatGPT Atlas vulnerability that shocked researchers, revealing how malicious prompts can turn AI assistants against their own users by bypassing safeguards and accessing file systems. He presents his new talk "Hooking Before Hacking," introducing a framework for applying EDR principles, prevention, detection, and response, to AI agents before they execute unauthorized commands. From pre-tool use hooks that catch malicious intent to one-time passwords that put humans back in the loop, this episode shares practical security controls you can implement today to prevent your AI agents from going rogue.   Impactful Moments: 00:00 - Introduction 02:00 - ChatGPT Atlas vulnerability exposed 04:00 - AI technology outpacing security guardrails 05:00 - Guardrail jailbreaks and prompt injection 06:00 - AI agents deleting production databases 07:00 - EDR principles for AI agents 09:00 - Pre-tool use hooks catch intention 11:00 - User prompt sanitization prevents leaks 14:00 - One-time passwords for agent workflows 16:00 - Automation mistakes across 10 years   Links: Connect with Ron on LinkedIn: https://www.linkedin.com/in/ronaldeddings/ Check out the entire article here: https://www.yahoo.com/news/articles/cybersecurity-experts-warn-openai-chatgpt-101658986.html  GitHub Repository: https://hackervalley.com/hooking-before-hacking  See Ron's "Hooking Before Hacking" presentation slides here: http://hackervalley.com/hooking-before-hacking-presentation Check out our website: https://hackervalley.com/ Upcoming events: https://www.hackervalley.com/livestreams Love Hacker Valley Studio? Pick up some swag: https://store.hackervalley.com Continue the conversation by joining our Discord: https://hackervalley.com/discord Become a sponsor of the show to amplify your brand: https://hackervalley.com/work-with-us/ Join our creative mastermind and stand out as a cybersecurity professional: https://www.patreon.com/hackervalleystudio

2 Dec 19min

Can AI Run Your SOC Better Than You? with Ahmed Achchak

Can AI Run Your SOC Better Than You? with Ahmed Achchak

What if your security team never missed a single alert and actually had time to think strategically? In this episode, Ahmed Achchak, CEO and Co-Founder of Qevlar AI, reveals how autonomous SOCs are reshaping security operations worldwide. From tackling alert fatigue to empowering analysts with intelligent AI-driven investigations, Ahmed shares the inside story of building a system that can act on threats faster than any human alone. Learn how Qevlar’s innovative approach is giving organizations clarity, control, and measurable ROI while freeing security teams to focus on what truly matters. Impactful Moments 00:00 - Introduction 01:30 - Founding Qevlar AI by chance 03:30 - Inefficiency of current SOCs 05:00 - Augmenting analysts, not replacing them 08:00 - AI investigating alerts at scale 11:30 - How autonomous agents handle phishing 14:30 - Why tackling all alerts maximizes ROI 17:30 - Graph technology as investigation backbone 25:00 - Limitations and randomness of LLMs 30:30 - Advice for testing AI in SOCs Links Connect with our guest Ahmed on LinkedIn: https://www.linkedin.com/in/ahmed-achchak-872554109/   Check out Qevlar’s website: https://www.qevlar.com/   Check out our upcoming events: https://www.hackervalley.com/livestreams Join our creative mastermind and stand out as a cybersecurity professional: https://www.patreon.com/hackervalleystudio Love Hacker Valley Studio? Pick up some swag: https://store.hackervalley.com Continue the conversation by joining our Discord: https://hackervalley.com/discord Become a sponsor of the show to amplify your brand: https://hackervalley.com/work-with-us/

13 Nov 32min

Making Cybersecurity Marketing Creative (and a Little Sexy) with Maria Velasquez

Making Cybersecurity Marketing Creative (and a Little Sexy) with Maria Velasquez

Who said cybersecurity had to be serious? The future of cyber is creative, human, and even a little sexy. In this special 400th episode, Ron Eddings celebrates six incredible years of Hacker Valley Studio with one of cyber’s most creative voices, Maria Velasquez, Co-Founder of the Cybersecurity Marketing Society and Co-Host of Breaking Through in Cybersecurity Marketing. Together, they discuss how bold storytelling, authentic community, and a touch of fun are reshaping the way we connect in cybersecurity. Maria opens up about turning burnout into purpose, building a 4,000-strong global movement, and why the next frontier in cyber might just be entertainment.   Impactful Moments: 00:00 - Introduction 02:00 - CISA layoffs and collaboration fragility 04:00 - Welcoming Maria Velasquez 06:00 - How loneliness sparked a global community 08:00 - Why collaboration fuels cybersecurity growth 10:00 - When cybersecurity marketing was “boring” 12:00 - The rise of creativity and brand power 14:00 - Story behind Torque’s “Kill the S.O.A.R” campaign 15:00 - Making cybersecurity emotional and human 17:00 - Maria’s advice for bold marketing leaders 18:00 - The next big thing: experiential marketing 20:00 - Inside Cyber Marketing Con 2025 24:00 - Final reflections on community and creativity 27:00 - Ron’s takeaways: connection drives innovation Links: Connect with Maria on LinkedIn: https://www.linkedin.com/in/maria-vepa/ Check out our upcoming events: https://www.hackervalley.com/livestreams Join our creative mastermind and stand out as a cybersecurity professional: https://www.patreon.com/hackervalleystudio Love Hacker Valley Studio? Pick up some swag: https://store.hackervalley.com Continue the conversation by joining our Discord: https://hackervalley.com/discord Become a sponsor of the show to amplify your brand: https://hackervalley.com/work-with-us/

6 Nov 30min

How to See Your Organization Like a Hacker with Chris Dale

How to See Your Organization Like a Hacker with Chris Dale

To defend like a human, you first have to think like a hacker. In this episode, Ron Eddings sits down with Chris Dale, Co-Founder and Chief Hacking Officer at River Security, to explore the human side of hacking, where curiosity, persistence, and vigilance meet defense. Chris shares how the traditional idea of penetration testing has evolved into a continuous journey of discovery, and why reconnaissance and storytelling are critical tools for modern defenders. From real-world breach stories to lessons on trust and responsibility, this episode reveals how thinking like a hacker, and acting like a human can transform the way we approach cybersecurity.   Impactful Moments 00:00 - Introduction and massive breach overview 03:00 - Trusted systems become exposure points 05:00 - Meet Chris Dale of River Security 07:00 - The problem with traditional pen testing 08:30 - Continuous reconnaissance and real-world risk 10:00 - Knowing yourself as a security principle 13:00 - The meaning of continuous vigilance 15:00 - Turning cybersecurity lessons into stories 18:00 - Storytelling and mindset in defense 19:30 - Final takeaways on fundamentals and vigilance   Links: Connect with our Chris on LinkedIn: https://www.linkedin.com/in/chrisad/ Read the Tech Radar article here: https://www.techradar.com/pro/security/f5-breach-fallout-over-266-000-instances-exposed-to-remote-attacks Check out our upcoming events: https://www.hackervalley.com/livestreams Join our creative mastermind and stand out as a cybersecurity professional: https://www.patreon.com/hackervalleystudio Love Hacker Valley Studio? Pick up some swag: https://store.hackervalley.com Continue the conversation by joining our Discord: https://hackervalley.com/discord Become a sponsor of the show to amplify your brand: https://hackervalley.com/work-with-us/

30 Okt 25min

Coding by Vibe: The Future of AI-Built Security with Ron Eddings

Coding by Vibe: The Future of AI-Built Security with Ron Eddings

When code meets intuition, innovation gets personal. But what happens when we let AI vibe with our ideas? In this episode, Ron Eddings covers the rise of AI-driven development from Vibe Coding, where natural language shapes real code, to the emerging Model Context Protocols (MCPs) that redefine how apps talk to AI. He breaks down the recent Figma MCP vulnerability to discuss how creativity and security now collide in surprising ways. With hands-on insights using Raycast and practical steps for building responsibly, Ron takes you inside a new era where human intuition and machine intelligence truly build together.     Impactful Moments 00:00 - Introduction 01:00 - The Figma vulnerability explained 03:00 - Why MCP security matters 05:00 - What vibe coding really means 07:00 - Writing with intention and context 08:00 - The power of structured prompting 10:00 - How MCP connects everything 12:00 - Why adoption is skyrocketing 15:00 - Setting up an MCP server 17:00 - Agents, actions, and security trust 19:00 - The real takeaway: curiosity with caution 30:00 - Predictions on OpenAI’s upcoming browser 33:00 - The profit battle between OpenAI and Microsoft 35:00 - Windsurf’s rollercoaster of acquisitions   Links: Connect with our Ron on LinkedIn: https://www.linkedin.com/in/ronaldeddings/ Check out the Hacker News article here:  https://thehackernews.com/2025/10/severe-figma-mcp-vulnerability-lets.html?m=1   Check out our upcoming events: https://www.hackervalley.com/livestreams Join our creative mastermind and stand out as a cybersecurity professional: https://www.patreon.com/hackervalleystudio Love Hacker Valley Studio? Pick up some swag: https://store.hackervalley.com Continue the conversation by joining our Discord: https://hackervalley.com/discord Become a sponsor of the show to amplify your brand: https://hackervalley.com/work-with-us/

24 Okt 20min

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