Episode 123 - Adventures in Venture Capital with Lindsay Lee

Episode 123 - Adventures in Venture Capital with Lindsay Lee

Lindsay Lee is the founder and managing member of Authentic Ventures. Authentic Ventures is an early stage VC firm based in Oakland CA. Lindsay has worked many years in the investment industries as well as venture capital and ran a direct investment fund. Authentic ventures is a new kind of firm focused primarily on women and under-represented minority founders. Authentic Ventures is focused on building its own network of women founders of more diverse backgrounds and entrepreneurs who really want to see success translate into more opportunities for their communities.

Coming from modest beginnings and raised by immigrant parents from the West Indies, his parents really solidified the importance of education. Lindsay has worked in investment banking as an analyst alongside graduates of Ivy League schools, there he learned about his own determination to excel even in tough working conditions while learning as much as possible. After graduating from graduate school Lindsay started an ill-fated technology start up in 1999; funding was hard to find in the early naughts (00’s) especially for Black founders.

After pivoting to working in asset management companies Lindsay joined a family office where he built and managed a portfolio. He reached a turning point there where he was able to look at public and private investments and assess the landscape. Lindsay decided he wanted to differentiate himself and focus efforts on really approaching investment in his own way, to invest in “early stage companies,” as opposed to series A or series B companies. A peer at another firm told him that it was going to be double the effort and twice the financing to get it off the ground. Lindsay’s drive and the network he was a part of propelled him through the challenges.

The conversation touches upon the “rules of the game” for galvanizing new ideas and bringing new products and companies into the market. He speaks about the roles that entrepreneurs, lawyers and investors have in capital markets. Lindsay found his calling as an investor was one where he was a coach, rather than an entrepreneur who is trying to score goals all the time. Lindsay describes how his focus was on cultivating relationships and community in order to grow an interconnected network that would allow for long lasting impact in the landscape while also bringing success to his firm.

He shares that the one thing he’s had to get right is finding A+ people to work with. In his approach as an investor he is trying to set the table for women of color and reserve, or build, a seat at the table that allows for success to be shared. Lindsay believes this focus will lead to more opportunities for more diverse teams. For folks interested in becoming an investor or entrepreneur Lindsay speaks about the importance of team building and utilizing the connections they already have as capital. He also urges people to not ignore the skills they’ve gained by applying themselves and that those skills plus knowledge of the space they’re focused on can create something that’s meaningful.

Impactful Moments During Podcast

00:00 - Welcome back to the Hacker Valley Studio, introducing Lindsay Lee of Authentic Ventures, a VC firm that invests in seed and early stage companies.

02:30 - Building a more diverse inclusive VC network and culture.

04:30 - What the exploration of VC was like for Lindsay and what were some of the motivations for moving in this way in that sphere.

06:45 - Why it’s important for diversity that a firm like Authentic Ventures exists in Silicon Valley and the tech community.

07:20 - How VC firms can help create more wealth across communities of color and gender.

09:30 - The journey to VC and what exploring that world looked like for Lindsay.

10:00 - Entrepreneurship as a sport: who are players, rule-makers and play callers.

11:45 - Taking the long view on cultivating good investments and finding the right people.

12:20 - Starting his own thing in VC, differentiating himself and dealing with uncertainty

14:27 - What immersion in VC is like, navigating changing landscapes

15:15 - If you’re looking for a challenge, investing is a good field; things not going to plan.

15:45 - Why you need to find A+ people.

17:20 - Staying humble and grounded in VC

18:14 - What creates success in entrepreneurial endeavors

19:30 - Why Authentic Ventures has a culture of good energy

20:45 - Studying and data in VC, compounding experience and knowledge, the value of having a community

22:40 - Trying to find ideas and company with momentum

23:20 - No free lunch in investing? What does a margin of error mean in this VC world.

24:45 - Why VC firms learn about the founders, how to scrutinize the methodology

26:00 - If you’re an entrepreneur why you should get to know a VC fund outside of funding events.

27:00 - Being an early believer in trailblazers

28:00 - Authentic Ventures tries to win together, with the right people

29:25 - Lindsay talks about not starting out on First or Second Base and making an impact that helps his community.

30:35 - Having something to prove as an analyst at investment banks

31:45 - The best lesson to learn as an investor, understanding the people, connecting with people that share your values.

33:30 - Why there’s no substitute for excellence or hard work.

37:23 - Staying power and determination: “Get your money right.”

38:30 - Staying in touch with Lindsay Lee and Authentic Ventures

Stay connected with Lindsay Lee by checking out Authentic Ventures

Learn more about Hacker Valley Studio.

Support Hacker Valley Studio on Patreon.

Follow Hacker Valley Studio on Twitter.

Follow hosts Ron Eddings and Chris Cochran on Twitter.

Learn more about our sponsor ByteChek.

Jaksot(406)

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 202537min

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 202536min

Cybersecurity Meets AI: The Good, The Bad & The Janky

Cybersecurity Meets AI: The Good, The Bad & The Janky

There’s no doubt that AI is changing the game in cybersecurity, but not always in the ways we expect. In this episode, Ron Eddings shares his firsthand experience with AI-powered tools that make him a cyber superhero—when they work. From automating security tasks to turbocharging programming workflows, AI is proving its value, but also revealing its limits. Through live walkthroughs and real-world examples, he showcases how AI automates security tasks, accelerates programming, and enhances research—while also showing why some cybersecurity actions should stay human-led.   Impactful Moments: 00:00 - Introduction 02:00 - The good and bad of AI in security 04:00 - Google’s AI weapons controversy 06:30 - Deepfake scams and AI-powered phishing 09:00 - How AI helps (and fails) at programming 12:00 - Automating security research with AI 18:00 - AI-generated meeting notes & productivity hacks 21:00 - What AI should NEVER do 23:00 - The future of AI in cybersecurity   Links: 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 Helmi 202522min

A Human-Centric Approach to Cybersecurity with Edna Conway

A Human-Centric Approach to Cybersecurity with Edna Conway

What if cybersecurity was more than just tech—what if it was about the people it serves? In this episode, Edna Conway, Founder and CEO of EMC Advisors, shares her incredible journey from law to cybersecurity and explores the human element often overlooked in technology.  Recorded live at InfoSec Nashville 2024, Edna discusses the intersection of innovation and tradition, the critical role of accuracy in AI, and her vision for cybersecurity's future. From anomaly detection to the wisdom of creating "enclaves," her insights remind us that tech is here to serve people, not the other way around.   Impactful Moments: 00:00 – Introduction 01:22 – Keynote insights: Innovation meets tradition 02:39 – From prosecutor to cybersecurity leader 07:00 – Human-first approach to AI and security 11:40 – LLMs in cybersecurity: opportunities and accuracy 16:34 – Balancing risk with AI use in business 23:06 – Bringing diverse talent into cybersecurity 32:30 – Advice on leadership and collaboration   Links: Connect with our guest, Edna Conway: https://www.linkedin.com/in/ednaconway/ Learn more about ISSA Middle TN here: https://issamidtn.org/ 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/

4 Helmi 202535min

Rise of the Machines: Why Your Attack Surface Has More Holes Than You Think ft Pandian Gnanaprakasam

Rise of the Machines: Why Your Attack Surface Has More Holes Than You Think ft Pandian Gnanaprakasam

Did you know nearly half of your enterprise devices are agentless—leaving your attack surface wide open? In this episode, Ron is joined by Pandian Gnanaprakasam, Co-Founder and Chief Product Officer at Ordr, to discuss the critical risks posed by agentless devices and how orchestration can strengthen your defenses. Pandian shares key findings from Ordr’s 2024 "Rise of the Machines" report, highlighting the risks of overlooked agentless devices. He covers the rapid growth of these devices, strategies to manage vulnerabilities, and how automation can strengthen your defenses.   Impactful Moments: 00:00 - Introduction 04:15 - Why agentless devices dominate the next decade 06:30 - Insights from Ordr's “Rise of the Machines” report 08:50 - Hidden risks: 42% of devices are agentless 11:15 - Solving the "Swiss cheese" problem of security gaps 14:30 - Prioritizing vulnerabilities with business context 18:10 - Orchestration vs. automation: The harmony difference 22:00 - Why visibility is the foundation of security 27:30 - Ordr’s unique approach to securing the attack surface Links: Connect with our guest, Pandian Gnanaprakasam: https://www.linkedin.com/in/gpandian/ Check out Ordr’s Rise of the Machines report here: https://ordr.net/resources/rise-of-the-machines-report-2024 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 Tammi 202538min

How a Game Turned a Watchmaker into a Cybersecurity Pro with Simeon Kakpovi

How a Game Turned a Watchmaker into a Cybersecurity Pro with Simeon Kakpovi

What if cybersecurity training could be as engaging as your favorite game? In this episode, Simeon Kakpovi, founder of the KC7 Foundation, shares how his gamified approach is changing lives and reshaping the cybersecurity pipeline by making cybersecurity education accessible.  From his journey as a threat hunter to building a free online game that teaches real-world blue team skills, Simeon joins Ron to show how creativity and inclusion can unlock potential in unexpected places. Plus, listen to the remarkable story about how a watchmaker with no cyber background landed a dream job at Microsoft—all thanks to KC7.   Impactful Moments 00:00 - Introduction 01:11 - The evolution of cybersecurity 03:03 - Cybersecurity Mergers & Acquisitions 05:38 - Meet our guest: Simeon Kakpovi of KC7 Foundation 06:00 - KC7 wins “Team of the Year” at the SANS DMAs 8:43 - Founding the KC7 Foundation 10:00 - Lessons from Lockheed Martin’s Cyber Analyst Challenge 11:46 - How KC7 gamifies real-world cybersecurity 14:52 - Bringing KC7 to high school and middle school students 16:52 - Expanding access to cybersecurity careers 25:09 - A watchmaker’s journey to Microsoft 34:00 - How to get started with KC7     Links Connect with our guest, Simeon Kakpovi on LinkedIn: https://www.linkedin.com/in/kakpovi/ Check out the Cybersecurity M&A Roundup Article here: https://www.securityweek.com/cybersecurity-ma-roundup-37-deals-announced-in-december-2024/ 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/

22 Tammi 202535min

Managing and Mitigating Cyber Risks For Your Assets with Jerich Beason and Wes Wright

Managing and Mitigating Cyber Risks For Your Assets with Jerich Beason and Wes Wright

What’s the key to mitigating unseen cyber risks? In this episode, Wes Wright, Chief Healthcare Officer at Ordr and Jerich Beason, CISO at WM uncover the complexities of attack surface management (ASM) and its impact on cybersecurity.  Together with Ron, they explain what constitutes an attack surface and introduce practical frameworks like See-Know-Secure, emphasizing the need for complete visibility and data-driven risk mitigation.  Impactful Moment: 00:00 - Introduction 03:00 - Defining attack surface management 06:13 - See-Know-Secure framework  09:05 - Analogies for explaining ASM to stakeholders 15:33 - Building an inventory for asset visibility 20:42 - Convincing leadership: Budget strategies 25:00 - Tools and methodologies for ASM 36:57 - Managed services vs. in-house approaches 43:00 - Starting your ASM journey   Links: Connect with our guests – Wes Wright: https://www.linkedin.com/in/4kidwes/ Jerich Beason: https://www.linkedin.com/in/jerich-beason/ Learn more about Ordr: https://ordr.net/   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 Tammi 202544min

The Year of the Agent: AI, Bug Bounties, and Cybersecurity Insights with Marco Figueroa

The Year of the Agent: AI, Bug Bounties, and Cybersecurity Insights with Marco Figueroa

How will AI redefine cybersecurity in 2025? According to Marco Figueroa, Program Manager for Gen AI at the ODIN Bug Bounty Program, this year is set to be the "Year of the Agent," where AI systems and integrations take a central role.  In this special New Year bonus episode, Ron sits down with Marco to discuss the transformative role of AI in solving cybersecurity challenges. Marco breaks down AI jailbreak techniques, the impact of bug bounty programs on securing AI systems, and why 2025’s fast-evolving tech landscape demands creative thinking. Learn how tools like ChatGPT and Gemini 2.0 are reshaping the industry and why staying adaptable is essential.   Impactful Moments: 00:00 - Introduction 02:14 - Speed vs. safety: AI system challenges 05:30 - Why experience matters more than information 07:45 - Legal stakes for deepfakes and AI 18:36 - Marco’s creative journey in cybersecurity 28:00 - Jailbreaks: Risks and surprising AI findings 37:13 - 2025 predictions: The rise of agents 41:00 - Closing thoughts and the power of community Links: Connect with our guest, Marco Figueroa: https://www.linkedin.com/in/marco-figueroa-re/ Chuck Brooks' 2025 Cybersecurity Predictions article: https://www.forbes.com/sites/chuckbrooks/2024/12/24/cybersecurity-trends-and-priorities-to-watch-for-2025/ Focus Areas for the FaccT Conference News: https://facctconference.org/2025/focusareas “Unreasonable Hospitality” by Will Guidara Book Link: https://www.amazon.com/Unreasonable-Hospitality-Remarkable-Giving-People/dp/0593418573 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 Tammi 202541min

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