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Chasing Entropy Podcast by 1Password
Dave Lewis, 1Password
28 episodes
1 week ago
In this episode of Chasing Entropy, I sit down with Kane Narraway, a security leader who has built and scaled Zero Trust environments at companies like Atlassian, Shopify, and Canva. Together, we explore the evolution of cybersecurity, from digital forensics to agentic AI, and the ongoing tension between innovation and control. From Forensics to Frameworks Kane’s journey into cybersecurity began with a fascination for hardware, inspired by tinkering with spare computer parts from his grandfat...
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All content for Chasing Entropy Podcast by 1Password is the property of Dave Lewis, 1Password and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
In this episode of Chasing Entropy, I sit down with Kane Narraway, a security leader who has built and scaled Zero Trust environments at companies like Atlassian, Shopify, and Canva. Together, we explore the evolution of cybersecurity, from digital forensics to agentic AI, and the ongoing tension between innovation and control. From Forensics to Frameworks Kane’s journey into cybersecurity began with a fascination for hardware, inspired by tinkering with spare computer parts from his grandfat...
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Episodes (20/28)
Chasing Entropy Podcast by 1Password
Chasing Entropy Podcast 027: Building Zero Trust and Human-Centric Security with Kane Narraway
In this episode of Chasing Entropy, I sit down with Kane Narraway, a security leader who has built and scaled Zero Trust environments at companies like Atlassian, Shopify, and Canva. Together, we explore the evolution of cybersecurity, from digital forensics to agentic AI, and the ongoing tension between innovation and control. From Forensics to Frameworks Kane’s journey into cybersecurity began with a fascination for hardware, inspired by tinkering with spare computer parts from his grandfat...
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1 week ago
35 minutes

Chasing Entropy Podcast by 1Password
Chasing Entropy Podcast 026: Identity, AI, and the Future of Trust with Joseph Carson
In this episode of the Chasing Entropy Podcast, I am joined by Joe Carson, Chief Security Evangelist and Advisory CISO at Delinea (formerly Thycotic), to explore how personal history, technology evolution, and emerging AI challenges shape the cybersecurity landscape. From Gaming to Global Security Joe shares his journey from growing up in Belfast with an early passion for gaming and coding, to building a decades-long career in IT and security. His path included pivotal moments—like responding...
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2 weeks ago
32 minutes

Chasing Entropy Podcast by 1Password
Chasing Entropy Podcast 025: Heidi Potter on Building Community and Leading with Kindness
In this episode of Chasing Entropy, I sit down with Heidi Potter, longtime organizer of ShmooCon and now CEO of Turngate, for a heartfelt conversation about community, chaos, and legacy in cybersecurity. From ShmooCon to What’s Next For 20 years, Heidi helped shape ShmooCon into one of the most influential community-driven conferences in the industry. She reflects on the decision to sunset the event, sharing stories of the unexpected impact it had: first talks that launched careers, lifelong ...
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3 weeks ago
36 minutes

Chasing Entropy Podcast by 1Password
Chasing Entropy Podcast 025: "Agents, the Legacy Web, and Logins that Don’t Leak” with Paul Klein IV
In this episode of Chasing Entropy Podcast, I spoke with Paul Klein about the emerging “agentic web”, where AI agents perform real-world digital tasks on our behalf. Paul shares how Browserbase builds secure infrastructure for these agents to interact with websites safely, and how new integrations with 1Password’s Agentic Autofill enable secure, human-approved credential use without exposing secrets to AI models. Together, they explore how this evolution of automation can make the web more us...
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1 month ago
34 minutes

Chasing Entropy Podcast by 1Password
Chasing Entropy Podcast 024: Dhillon of Hack in the Box on Conferences, Chaos, and the Future of Security
In this episode of Chasing Entropy, I sit down with Dhillon Kannabhiran, the founder of the long-running Hack in the Box (HITB) Security Conference, to explore the origins, evolution, and impact of one of the world’s most influential hacker gatherings. From Kuala Lumpur to Global Stages Dhillon shares the unlikely beginnings of HITB in Malaysia, started as a scrappy, accessible alternative to high-cost events like Black Hat. Against all odds, and skepticism that “nobody would come to Malaysia...
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1 month ago
40 minutes

Chasing Entropy Podcast by 1Password
Chasing Entropy Podcast 23: Cybersecurity Meets M&A with Cole Grolmus
In this episode of Chasing Entropy, I sit down with Cole Grolmus, founder of Strategy of Security, to explore the often-overlooked world where cybersecurity and mergers & acquisitions (M&A) collide. The Journey to Strategy of Security Cole shares his path from early sysadmin roles in Iowa to a decade at PwC, where he worked on large-scale cybersecurity transformations. Along the way, he blended business acumen with technical expertise, ultimately founding Strategy of Security to bridg...
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1 month ago
36 minutes

Chasing Entropy Podcast by 1Password
Chasing Entropy Podcast 022: Michael Farnum on building security communities & navigating agentic AI
From a tank driver in the Gulf War to the founder of one of the U.S.’s largest regional cybersecurity conferences, Michael Farnum’s journey is a study in discipline, community, and curiosity. He shares how early exposure to cryptography, BASIC programming pranks, and first encounters with firewalls led him into security. We dive into how Farnum built the Houston Security Conference (HOU.SEC.CON) from 120 attendees in 2010 into a 3,000-person international event He also discusses the rapid ri...
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1 month ago
36 minutes

Chasing Entropy Podcast by 1Password
Chasing Entropy Podcast 021: Cybersecurity in M&A with Brian Levine
This week I got to sit down with Brian Levine who is a cybersecurity consultant and former U.S. DOJ cybercrime prosecutor, to unpack how security risks shape mergers, acquisitions, divestitures, and investments. We cover what really moves deal price and structure, why early cyber due diligence matters, and how to protect “Day 1” operations without blowing up the integration plan. Brian Levine, Cybersecurity consultant; former DOJ national coordinator for cybercrime prosecutors; founder ...
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1 month ago
40 minutes

Chasing Entropy Podcast by 1Password
Chasing Entropy Podcast 020: Trey Ford on Research, Risk, and the Rise of Agentic AI
In the 20th episode of the Chasing Entropy Podcast, Dave Lewis sits down with Trey Ford, Chief Strategy & Trust Officer at Bugcrowd and former General Manager of Black Hat, to explore the realities of modern cybersecurity leadership. From the pitfalls of annual penetration tests to the messy realities of vulnerability disclosure, Trey shares lessons from decades in the field. He explains why risk should be owned at the board level (not by the CISO alone), why disclosure remains the i...
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2 months ago
31 minutes

Chasing Entropy Podcast by 1Password
Chasing Entropy Podcast 019: Balancing Security, IT, and Human Outcomes with Jacob DePriest
In this episode of Chasing Entropy, host Dave Lewis, Global Advisory CISO at 1Password, sits down with Jacob DePriest, the newly appointed CISO and CIO at 1Password. Together, they explore the intersection of security, IT, and the human factors that shape how we defend and sometimes undermine our digital world. From NSA to GitHub to 1Password Jacob traces his path from early engineering work at the NSA to leading security operations at GitHub, and now into his dual role at 1Password. With roo...
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2 months ago
31 minutes

Chasing Entropy Podcast by 1Password
Chasing Entropy Podcast 018: From Game Genie to Global Security. A Conversation with Rob Fuller
In this episode of the Chasing Entropy Podcast, host Dave Lewis, Global Advisory CISO at 1Password, sits down with Rob Fuller (a.k.a. Mubix), cybersecurity leader, Marine Corps veteran, red teamer, and technical advisor—to explore the twists, turns, and lessons from a career built at the intersection of curiosity, community, and defense. Early Sparks of Curiosity Rob shares how tinkering with Game Genie and GameShark consoles in his youth planted the seeds of hacking and cybersecurity. F...
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2 months ago
34 minutes

Chasing Entropy Podcast by 1Password
Chasing Entropy Podcast 017: The Storyteller’s Journey with Bill Brenner
In this episode of Chasing Entropy, Dave Lewis sits down with longtime friend and industry veteran Bill Brenner, Senior VP and Head of Content at Cyber Risk Alliance. Bill has been shaping the cybersecurity narrative for over two decades, from his early reporting days at TechTarget to his leadership roles at Akamai, Sophos, IANS, and now Cyber Risk Alliance. From Newsrooms to Cybersecurity Bill shares how his career began in traditional journalism, with a pivotal moment after 9/11 pushing him...
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2 months ago
39 minutes

Chasing Entropy Podcast by 1Password
Chasing Entropy Podcast 016: Seeing Beyond the Hype with Fernando Montenegro
In this episode of the Chasing Entropy Podcast, host Dave Lewis welcomes industry analyst and long-time cybersecurity veteran Fernando Montenegro for a far-ranging and refreshingly honest discussion about the evolution of security, the realities of AI, and the human stories that shape our digital defenses. Fernando shares his origin story from math and fractals in Brazil to cryptography and bulletin boards, and ultimately to a career that has spanned consulting, sales engineering, and now res...
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2 months ago
37 minutes

Chasing Entropy Podcast by 1Password
Chasing Entropy Podcast Episode 015: Herding Chaos with Jeffrey Wheatman
In this special "Summer Camp" edition of Chasing Entropy, Dave Lewis sits down with longtime friend and cyber risk veteran Jeffrey Wheatman. From their early DEF CON gooning days to leading board-level security conversations, Dave and Jeffrey explore how cybersecurity professionals navigate entropy—when systems unravel, and chaos creeps in. Jeffrey, a former VP at Gartner and now a cyber risk strategist, brings 30 years of experience to the mic. They dive deep into the human and organizationa...
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3 months ago
34 minutes

Chasing Entropy Podcast by 1Password
Chasing Entropy Podcast Episode 014: Hats Off to the Hacker Ethos with Emil Tan
In this episode of the Chasing Entropy Podcast, I am joined by Singapore-based cybersecurity leader Emil Tan, a man who wears many hats and wears them well. From government defense to grassroots community building, Emil’s journey is a masterclass in adaptability, curiosity, and community spirit in cybersecurity. Who Is Emil Tan? Emil is a cybersecurity polymath: a national defense contributor at Booz Allen, founder of the Singapore-based community Division Zero (Div0), co-founder of the hacke...
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3 months ago
34 minutes

Chasing Entropy Podcast by 1Password
Chasing Entropy Podcast Episode 013: Jack Daniel: A Life in Security, Sock Puppets, and Community-Building
In this heartfelt and wide-ranging conversation on the Chasing Entropy Podcast, I get to sit down with my friend, legendary storyteller, and community-builder Jack Daniel to trace a truly unique career journey, one that spans grease-stained garages, green-screen terminals, the early internet, and the global expansion of the BSides movement. From Mechanic to Cybersecurity Strategist Jack shares stories from his earliest days, working in auto repair, navigating the oddities of the Renault parts...
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3 months ago
42 minutes

Chasing Entropy Podcast by 1Password
Chasing Entropy Podcast Episode 012: Dr. Grigorios Fragkos on Agentic AI, CISO Evolution, and Global Cybersecurity Insights
In this episode of the Chasing Entropy Podcast, host Dave Lewis sits down with Dr. Grigorios Fragkos, widely known as Dr. Greg, a cybersecurity veteran with deep roots in academia, government, and enterprise defense. From the early days of building near real-time threat detection systems to orchestrating national-level cyber defense initiatives, Dr. Greg shares a dynamic perspective on the ever-evolving cybersecurity landscape. From Hacking Curiosity to PhD Pioneering Dr. Greg opens up about ...
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3 months ago
33 minutes

Chasing Entropy Podcast by 1Password
Chasing Entropy Podcast Episode 011: Humour, Human Nature & Hacking Communication with Javvad Malik
In this episode of the Chasing Entropy Podcast, host Dave Lewis sits down with the incomparable Javvad Malik, security advocate, Guinness World Record holder, and co-host of the Host Unknown podcast. What follows is a dynamic, humorous, and insightful conversation that spans decades of cybersecurity experience, unconventional career moves, and the art of connecting with people on stage, on camera, and in the boardroom. From Banks to Blogging: Javvad’s Cybersecurity Origin Story Javvad reflect...
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4 months ago
33 minutes

Chasing Entropy Podcast by 1Password
Chasing Entropy Episode 010: Empathy, AI, and the Evolution of Security with Mark Hillick
In this episode of the Chasing Entropy Podcast, I speak with Mark Hillick, CISO at Brex, about the changing role of security leaders in a world shaped by AI, rapid innovation, and shifting business expectations. From building security culture at Riot Games to navigating Silicon Valley’s AI gold rush, Hillick offers grounded insight into what it takes to lead a modern, business-aligned security team. 1. Security as a Business Enabler Hillick shares his journey from infrastructure engineer...
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4 months ago
35 minutes

Chasing Entropy Podcast by 1Password
Chasing Entropy Episode 009: Staying Curious with Brian Honan
In this week's episode of the Chasing Entropy Podcast, 1Password’s Global Advisory CISO, Dave Lewis, sits down with longtime friend and cybersecurity luminary Brian Honan, founder and CEO of BH Consulting. From his roots in the early days of IT to advising governments and shaping policy at the European level, Brian brings a storied career and sharp insights into how the industry has evolved, and where it’s headed next. From Mainframes to Modern Threats Brian walks us through his unconventiona...
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4 months ago
31 minutes

Chasing Entropy Podcast by 1Password
In this episode of Chasing Entropy, I sit down with Kane Narraway, a security leader who has built and scaled Zero Trust environments at companies like Atlassian, Shopify, and Canva. Together, we explore the evolution of cybersecurity, from digital forensics to agentic AI, and the ongoing tension between innovation and control. From Forensics to Frameworks Kane’s journey into cybersecurity began with a fascination for hardware, inspired by tinkering with spare computer parts from his grandfat...