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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Digital Clutter and the Death of Passwords with Collin Sweeney & Chase Cunningham

Digital Clutter and the Death of Passwords with Collin Sweeney & Chase Cunningham

Passwords are the original digital clutter—messy, overstuffed, and way too easy to forget. Like a junk drawer full of old keys and cables, we keep tossing more into them, hoping they’ll somehow keep working. But what if it’s time to throw the whole thing out? In this episode, Ron Eddings is joined by Collin Sweeney of ZKX Solutions and Dr. Chase Cunningham, a.k.a. “Dr. Zero Trust,” for a bold conversation on the future of authentication. From the failures of MFA to the promise of zero-knowledge proofs, the crew breaks down how we got stuck with broken access systems—and what it’ll take to finally fix them. Whether it’s SIM swapping, face IDs, or security keys on the battlefield, this is the real talk on identity security you don’t want to miss. Impactful Moments: 00:00 – Introduction 03:45 – ZKX’s origin: voice verification breakthrough 06:45 – Collin’s “oh crap” SolarWinds realization 09:15 – Why MFA still fails in practice 13:15 – Zero-knowledge proofs explained with a coin 15:30 – How ZKPs reduce identity attack surfaces 17:45 – Making MFA faster, smarter, more human 20:00 – MFA fatigue and ice skating uphill 24:00 – Why people still cling to passwords 30:54 – Quantum fears vs real-world encryption limits Links: Connect with Collin Sweeney: https://www.linkedin.com/in/collin-sweeney-6ab6a5176/ Check out ZKX Solutions new product, Helix: zkxsolutions.com/helix Connect with Chase Cunningham: https://www.linkedin.com/in/dr-chase-cunningham/ Grab a copy of Chase Cunningham's book “vArIable: A Novel in the gAbrIel Series” here: www.amazon.com/vArIable-gAbrIel-Dr-Chase-Cunningham-ebook/dp/B0DVMWCWCD?ref_=ast_author_mp     Check out Hacker Valley’s 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 B

10 Huhti 43min

What Most Cybersecurity Advice Misses—And How to Fix It with Robert Hansen

What Most Cybersecurity Advice Misses—And How to Fix It with Robert Hansen

What if the biggest threat to cybersecurity isn’t attackers—but the defenders themselves? Why are we still building tools for experts in a world where technical skills are fading fast? In this episode, Ron Eddings sits down with legendary hacker and investor Robert Hansen (aka RSnake) to talk about startup strategy, LLM-powered workflows, and the uncomfortable truth about skill decline in security teams. You’ll hear how he built an AI-powered threat intel engine, why most cybersecurity advice is outdated, and his hard-earned wisdom on surviving—and thriving—in a landscape built to break you.   Impactful Moments: 00:00 - Introduction 01:30 - Meeting RSnake at Hacker Hoedown 04:50 - AI-powered newsletter curation 08:15 - Ranking news by global impact 13:00 - Keeping LLM costs under 25 cents/day 16:10 - Paths to revenue for cybersecurity pros 24:00 - Why venture capital often kills innovation 33:20 - Cloud migration and the crocodile problem 37:00 - Decline in practitioner technical skill 40:00 - Designing tools for non-experts Links: Connect with our guest, Robert “RSnake” Hansen: https://www.linkedin.com/in/roberthansen3/   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/

3 Huhti 36s

Hackers Have HR Now? featuring Christopher Budd

Hackers Have HR Now? featuring Christopher Budd

The internet once came this close to crashing—and Microsoft was on the front line. In this episode, cybersecurity veteran Christopher Budd takes us inside the Microsoft Security Response Center during one of the most chaotic cyber events in modern history. From the Nimda worm of 2001 to ransomware turf wars, and the weird future where threat actors post job ads for ransom note writers, Christopher lays it all out with perspective only decades in the game can bring. If you think AI or ransomware is the endgame, you’re not seeing the whole board.   Impactful Moments: 00:00 - Introduction 04:35 - Breaking down the Nimda attack 07:00 - “We carried 90% of the internet” 10:37 - Ransomware gangs fighting for headlines 15:26 - Secure perimeter is officially dead 17:31 - AI as your cybernetic exosuit 24:00 - Filtering 100,000 security emails with AI 27:05 - Privacy tension in AI-powered defense 32:00 - The inevitable swing back to local control 35:31 - “You will”: when sci-fi became real   Links: Connect with our guest, Christopher Budd: https://www.linkedin.com/in/christopherbudd/   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/

27 Maalis 36min

Staying Ahead in the Age of AI Agents with Marco Figueroa

Staying Ahead in the Age of AI Agents with Marco Figueroa

Marco Figueroa is back, and his AI predictions aren’t just coming true—they’re unfolding faster than anyone expected. AI agents aren’t on the horizon—they’re already here, and security teams are scrambling to keep up. Building on his bold January prediction that 2025 would be the Year of the AI Agent, Marco returns to break down real-world threats, including an insider attack using an infinite logic bomb. From the rise of AI-driven security tools to the biggest risks companies aren’t ready for, this episode is your roadmap to staying ahead in the new AI era.   Impactful Moments: 00:00 - Introduction 02:00 - Insider threat case: Infinite logic bomb attack 06:00 - Why AI will transform security forever 10:00 - AI agents will replace entire workflows 16:00 - The AI pricing war is heating up 22:00 - How to structure AI-driven security workflows 30:00 - The mind-blowing AI coding method you need 38:00 - The future of AI-assisted cybersecurity teams   Links: Connect with our guest, Marco Figueroa: https://www.linkedin.com/in/marco-figueroa-re/ 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/

21 Maalis 40min

I Built an AI Version of Myself – Here’s Why with Marcus J. Carey

I Built an AI Version of Myself – Here’s Why with Marcus J. Carey

The best time to be alive is right now—if you know how to use AI. Marcus J. Carey, Principal Research Scientist at ReliaQuest, is harnessing AI to supercharge creativity, cybersecurity, and career development. In this episode, he shares the workflows he uses that redefine productivity, from dictating books in a week to building a personal AI twin. In this episode, Ron and Marcus highlight AI’s true power—when used right. They discuss why intuition is the secret ingredient, how AI is reshaping cybersecurity, and why people who master AI will lead the future. Plus, Marcus breaks down how he built his own personal GPT, his approach to learning, and why he sees AI as a tool, not a threat.   Impactful Moments: 00:00 - Introduction 01:18 - Meet Marcus J. Carey 03:00 - Using AI to write a book fast 06:00 - Creating a personal AI twin 09:00 - AI’s impact on cybersecurity defense 15:00 - The power of intuition in AI 22:00 - Why learning fundamentals still matters 30:00 - AI-enhanced workflows for coding 36:00 - The reality of AI "hallucinations" 39:00 - Final thoughts on mastering AI Links: Connect with our guest, Marcus J. Carey: https://www.linkedin.com/in/marcuscarey/ Grab a copy of Marcus’ book, “Hacker, Inc.: Mindset For Your Career” here: https://a.co/d/8i7waDc   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/

14 Maalis 39min

Cyber Warfare, Digital Deception, and the Hidden Threats We Ignore with Dr. Eric Cole

Cyber Warfare, Digital Deception, and the Hidden Threats We Ignore with Dr. Eric Cole

We’re already in World War III—just not the kind you’re thinking of. Cyber warfare is here, and the battlefield is your inbox, your bank account, and your digital identity. So why are we still acting like it’s peacetime? Dr. Eric Cole, cybersecurity pioneer and former CIA hacker, joins the show to drop hard truths about the state of cyber warfare, AI’s role in our digital future, and why most people are sleepwalking through a war they don’t even realize they’re in. From the rise of deepfakes to North Korea’s billion-dollar hacking economy, this episode is one you can’t afford to ignore.   Impactful Moments: 00:00 - Introduction 02:00 - Dr. Eric Cole’s journey from the CIA to cybersecurity leadership 07:20 - The fundamentals of hacking and why they still matter 11:00 - AI is only as smart as the data we give it 17:00 - The rise of deepfakes and digital deception 19:45 - Cyber warfare: How North Korea funds its economy through hacking 23:50 - The problem with America’s peacetime mentality 30:00 - Should we be worried about AI replacing humans? 36:10 - The key to success: mastering people skills, not just tech skills 40:30 - Final thoughts and where to follow Dr. Eric Cole   Connect with Dr. Eric Cole on LinkedIn: https://www.linkedin.com/in/ericcole1/ Check out Dr. Eric Cole’s books –  Cyber Crisis: Protecting Your Business from Real Threats in the Virtual World: https://www.amazon.com/Cyber-Crisis-Protecting-Business-Threats/dp/B093X3YNPT Online Danger: How to Protect Yourself and Your Loved Ones from the Evil Side of the Internet: https://www.amazon.com/Online-Danger-Protect-Yourself-Internet-ebook/dp/B078WK39TT 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/

8 Maalis 41min

The AI Shift You Can’t Ignore with Marco Figueroa

The AI Shift You Can’t Ignore with Marco Figueroa

AI isn’t just evolving—it’s sprinting, and cybersecurity needs to keep up.  Ron Eddings is joined again by cybersecurity leader Marco Figueroa, Program Manager for Gen AI at the ODIN Bug Bounty Program, who called it in January: 2025 is the year of AI agents, and the early signs are already here. From Grok 3’s speed advantage to AI-powered red teaming for $25K, this is the reality check security leaders need. No more six-month security projects—it’s all about speed, automation, and staying ahead.     Impactful Moments: 00:00 - Introduction 01:45 - Breaking down Palantir’s stock drop 07:15 - Why Grok 3 is a game-changer 10:24 - The real difference between GPT-4 and Grok 17:25 - AI-powered red teaming for $25K? 22:00 - The death of six-month security projects 26:24 - OpenAI’s Operator: The future or a gimmick? 34:22 - How AI is eliminating busywork 36:55 - Next month’s prediction: Agents building agents Links: Connect with our guest, Marco Figueroa: https://www.linkedin.com/in/marco-figueroa-re/   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/

28 Helmi 37min

Superhuman Productivity and AI Mastery with Pedram Amini

Superhuman Productivity and AI Mastery with Pedram Amini

What if you could have a conversation with yourself—years into the future? Or leave behind an AI-powered avatar that understands your thoughts, philosophies, and even your voice? In this episode, we explore the mind-blowing potential of AI and its impact on cybersecurity, productivity, and even legacy. Pedram Amini, Chief Scientist at OPSWAT, joins Ron Eddings to discuss his journey from bootstrapped startups to AI-driven innovation. Together they cover topics like the role of AI in cybersecurity, the rise of fake identities in hiring, the ethics of AI-generated content, and why mastering AI tools is no longer optional—it's essential. Pedram shares his workflow for superhuman productivity, his thoughts on deepfakes, and how AI is reshaping how we work and communicate. Impactful Moments: 00:00 - Introduction 02:00 - Meet Pedram Amini, cyber innovator 03:07 - The $17M North Korea insider threat case 06:00 - Fake job candidates and AI hiring scams 09:28 - Deepfakes and AI-driven deception 14:00 - Future of AI-powered personal assistants 20:49 - The reality of bootstrapping vs. VC funding 26:00 - AI in cybersecurity: risk or revolution? 31:00 - “AI isn’t taking your job—someone using AI is” 35:00 - The ultimate AI-powered legacy project   Links: Connect with our guest, Pedram Amini: https://www.linkedin.com/in/pedramamini/ Check out the entire article about the $17M North Korea insider threat case here: https://www.theregister.com/2025/02/12/arizona_woman_laptop_farm_guilty/ 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/

21 Helmi 36min

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