Episode 123 - Adventures in Venture Capital with Lindsay Lee

AI might analyze your logs in seconds, but only the community can put you in the room that changes your career. In this solo episode, Ron Eddings discusses the powerful balance between human connection and artificial intelligence in shaping the future of cybersecurity and beyond. From the sacrifices that sparked his career to the mentors who opened doors, Ron shares personal stories that show why community will always be your ultimate competitive edge, even as AI advances into the SOC. He also runs live AI experiments on ransomware response and log analysis, revealing what AI can (and can’t) do for practitioners right now.   Impactful Moments: 00:00 - Introduction 02:00 - Why community is your first advantage 03:30 - The sacrifice that launched Ron’s career 04:40 - Meeting mentor Marcus Carey 06:00 - Early opportunities in cybersecurity 07:00 - The power of hacker spaces 09:00 - How mentors open hidden doors 10:00 - RSA and Black Hat as career accelerators 13:00 - The most underrated LinkedIn feature 15:00 - The HVS mastermind community 16:00 - Reality check on GPT-5 18:00 - AI builds an IR playbook 20:00 - Critical do’s and don’ts in incident response 23:00 - Why hallucinations matter in cybersecurity AI 25:00 - AI makes sense of raw logs 28:00 - Can AI replace tier one analysts? 30:00 - Where AI still falls short 31:00 - Final challenge: Strengthen your community     Links: Connect with our Ron on LinkedIn: https://www.linkedin.com/in/ronaldeddings/ Register for our livestream with Gerry Auger: https://www.linkedin.com/events/7359290642633539586/ Check out the links to the OpenAI ChatGPT threads here: Incident Analysis Summary: https://chatgpt.com/share/689fa61f-3498-8006-9989-ff8221f97b01 Ransomware Incident Playbook: https://chatgpt.com/share/689fa63f-86ec-8006-8355-642d4d38808e 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 Elo 32min

When AI agents move faster than security teams, the game changes, and the risks multiply. Ron welcomes back Marco “Mystic Marc” Figueroa, Program Manager at Mozilla’s 0DIN Program, to continue the conversation and update on 2025’s most pressing AI and cybersecurity shifts. From the explosive rise of AI agents and OpenAI’s rumored browser to the hidden dangers of MCP implementations and prompt injection exploits like the Gemini attack, Marco shares insights that security pros can’t afford to miss. Impactful Moments 00:00 - Introduction 02:00 - Why 2025 is the year of the agent 05:45 - MCP’s rapid adoption and security risks 10:00 - The Gemini prompt injection vulnerability 15:00 - How attackers hide malicious AI prompts 18:00 - High success rates in non-technical teams 22:00 - Rise of voice-based AI scams 25:00 - Using jailbreaks to bend AI to your needs 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 guest Marco on LinkedIn: 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/

14 Elo 41min

The riskiest move in cybersecurity? Playing it too safe. In this solo episode, Ron Eddings redefines the way we think about technical debt, risk, and missed opportunities, in security and in life. Ron reframes the debt vs. risk paradigm through the lens of the SharePoint breach, personal milestones, and co-founding Hacker Valley. With sharp insights, personal stories, and a call to action for every listener, he shows how curiosity and calculated risk are the true drivers of innovation. Impactful Moments 00:00 - Introduction 01:10 - Why debt vs. risk matters now 02:20 - What the SharePoint breach taught us 04:15 - Risk avoidance creates deeper debt 05:10 - Clear definitions: risk vs. debt 06:30 - Hidden costs of deferring decisions 08:15 - Leaving $200k salary to build Hacker Valley 10:00 - Long-term founder debt explained 11:08 - When comfort becomes dangerous 12:00 - Curiosity as a leadership skill 13:10 - What you’re not seeing yet 14:30 - Final thought: reflect and reassess Links: Connect with our Ron on LinkedIn: ​​https://www.linkedin.com/in/ronaldeddings/ 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/

7 Elo 16min

The world’s youngest continent is also its most untapped resource. Confidence Staveley, Founder of CyberSafe, makes a powerful case for why Africa’s youth are the answer to global cybersecurity and AI innovation… if we’re bold enough to invest. In this episode, Ron welcomes back cybersecurity leader and advocate Confidence Staveley for a discussion on purpose-driven innovation, talent development, and AI-powered awareness tools. Confidence shares updates on her nonprofit work, her bold new ventures including AI Cyber Magazine, and how she's helping shape Africa into a tech talent hub. With global budget cuts hitting nonprofits and marginalized communities, Confidence shares how Africa’s innovators, who are often excluded from the table, are building their own tables, making their impact impossible to ignore, and shaping cybersecurity’s future on their terms.   Impactful Moments 00:00 - Introduction 02:00 - Her Difference Makers Award speech 04:00 - Partnering with SANS for bigger impact 06:01 - Global DEI backlash and ripple effects 10:00 - Why Africa is the future of tech 13:01 - Innovation with limited resources 17:10 - AI Cyber Magazine and its mission 19:00 - Building AI-powered awareness tools 21:00 - The African adage on self-renewal 22:10 - How sharing knowledge builds trust   Links Connect with our guest, Confidence Staveley: https://www.linkedin.com/in/confidencestaveley/ 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/

31 Heinä 23min

Is compliance just a checkbox, or the backbone of real security? Returning to the show with decades of hard-earned insight, Jeff Man makes the case that compliance, especially PCI-DSS, isn't just a formality; it's foundational to modern security. As one of the original architects of the NSA Red Team and a 20-year PCI veteran, Jeff explains how this often-misunderstood framework has shaped everything from pen testing to vendor accountability. Ron and Jeff unpack the six core goals of PCI, how red teams and SaaS builders are directly affected, and why many security teams resist compliance efforts, despite relying on them to get essential buy-in and funding.   Impactful Moments: 00:00 – Introduction 01:00 – Does compliance equal security? 02:09 – Jeff returns with PCI firepower 03:15 – Defining security vs. compliance 05:33 – “Show me what you’re doing” 06:45 – Six goals at PCI’s core 10:45 – Security is watching, not reacting 13:30 – Companies secure because they have to 15:00 – PCI gave red teams their jobs 16:30 – Stripe and Square absorb PCI burden 19:30 – PCI 4.0 causes confusion 21:00 – Vendors aren’t your trusted advisors 22:30 – “Hate me, but I’ll help” Links: Connect with our guest, Jeff Man: https://www.linkedin.com/in/jeffreyeman/ 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 Heinä 24min

What separates a great CISO from a great one? In this powerhouse conversation, Ron invites friend and cybersecurity leader Gary Hayslip, CISO at SoftBank Investment Advisers, back on the mic to discuss what it takes to lead in today’s high-stakes digital world. Gary shares battle-tested insights on accountability, the evolving expectations of the CISO role, and how AI is reshaping leadership without replacing it. Gary shares stories ranging from military mishaps to enterprise-scale transformation, and makes the case for visibility, trust, and embracing change. His perspective brings clarity to the fundamental responsibilities of a CISO and the mindset required to lead with impact. Impactful Moments 00:00 – Introduction 02:00 – Defining the modern CISO as a business leader 05:45 – Why CISOs should never delegate accountability 07:30 – The danger of staying invisible 10:45 – The $40K UPS explosion mistake 15:00 – How leaders build trust in new teams 19:10 – Visibility is not micromanagement 24:30 – Staying humble while leading big 30:00 – Building “Rocky the Raccoon” internal GPT 34:30 – Hiring for AI fluency in security teams Links: Connect with our guest, Gary Hayslip: https://www.linkedin.com/in/ghayslip/ 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/

17 Heinä 37min

Want to stand out as a leader? According to our guest Mel Reyes, you need to dress like you mean it and speak like you’ve got nothing to prove. In this episode, Mel shares how he built billion-dollar portfolios, coached executive teams, and still shows up in a white hoodie when that feels right. With Ron, he unpacks how executive presence becomes a strategic weapon for breaking resistance, commanding attention, and making your message unforgettable. You’ll learn why generic resumes fail, how to master executive storytelling with the SPAR method, and what dropping the ego really looks like in your next leadership role.   Impactful Moments: 00:00 – Introduction 03:00 – Breaking the rules of executive delivery 07:00 – Why confidence starts in your closet 11:30 – Respecting identity in professional spaces 12:30 – Advice for breaking into cybersecurity 17:00 – Reinvention at the mid-senior level 21:00 – The SPAR framework for storytelling 30:00 – Drop the ego, find your passion   Links: Connect with our guest, Mel Reyes: https://www.linkedin.com/in/melreyes/ 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/

10 Heinä 32min

Cybersecurity isn’t just red or blue anymore... it’s purple, white, and deeply human. Maril Vernon, award-winning ethical hacker and Senior Solutions Architect at NetSPI, returns to the Hacker Valley Studio to discuss purple teaming as the most future-proof career path in cyber. She opens up about mentorship, burnout, compensation realities, and how we’re still failing the fundamentals. Together, Ron and Maril dig into what purple teaming really is (and isn’t), why soft skills matter more than ever, and how defenders are the frontline signal source for law enforcement. From guiding her mom into IR to co-founding Mind Over Cyber, Maril embodies what it means to show up for the cyber community and demand more from the culture itself.   Impactful Moments 00:00 - Introduction 01:01 - Maril’s role at NetSPI 03:00 - Why purple skills are future-proof 05:19 - Salary truths in purple teaming 08:30 - Know your value, negotiate wisely 13:07 - How defenders enable law enforcement 16:22 - The real meaning of purple teaming 18:39 - Common misconceptions debunked 24:45 - People are always the soft spot 26:01 - The two security stack must-haves 29:00 - Mom made it to incident response 30:48 - Maril’s mentorship philosophy 34:09 - Why you need to post anyway 36:35 - What Mind Over Cyber is really about 40:00 - CISOs are burning out silently 41:31 - Closing thoughts Links: Connect with our guest, Maril Vernon: https://www.linkedin.com/in/marilvernon   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/

26 Kesä 43min