Reimagining Cyber - real world perspectives on cybersecurity

Reimagining Cyber
  • 5.0 (20)
  • Technology
  • Updated Weekly

Explore the critical intersection of cybersecurity and business impact while gaining insights into CISO priorities with "Reimagining Cyber." Stay informed on the latest cybersecurity news, trends, and solutions tailored for today's CISOs and CIOs. This podcast is your go-to resource for staying updated on cybersecurity developments and addressing common challenges in the rapidly evolving digital landscape. As featured on MillionPodcasts'  Best 100 Cybersecurity Podcasts https://www.millionpodcasts.com/cyber-security-podcasts/ Top 50 Chief Information Security Officer CISO Podcasts https://www.millionpodcasts.com/ciso-podcasts/ Top 70 Security Hacking Podcasts https://www.millionpodcasts.com/security-hacking-podcasts/

  1. 15h ago

    Stop Punishing People for Phishing - #224

    What if the best way to improve cybersecurity awareness is to stop punishing people for getting it wrong? In this episode of Reimagining Cyber, Keelin Conant revisits a conversation with Craig Taylor, co-founder CEO of CyberHoot, who argues that fear and shame don’t change behaviour — positive reinforcement does. Craig explains why traditional phishing simulations can give a misleading picture of risk, how organisations can better measure employee progress, and why teaching people to recognise the tricks attackers use is far more effective than simply punishing mistakes. The result? More confident employees, fewer unnecessary alerts for IT teams, and a stronger security culture that extends beyond the workplace. As featured on Million Podcasts'  Best 100 Cybersecurity Podcasts   Top 50 Chief Information Security Officer CISO Podcasts  Top 70 Security Hacking Podcasts This list is the most comprehensive ranking of Cyber Security Podcasts online and we are honoured to feature amongst the best! Follow or subscribe to the show on your preferred podcast platform. Share the show with others in the cybersecurity world. Get in touch via reimaginingcyber@gmail.com

  2. Oct 14

    Think Like an Attacker - #223

    Think your security tools are keeping you safe? Think again. Ryan Basden, Head of Offensive Security at Xora, has spent more than a decade thinking like an attacker. And what he finds inside organisations often has little to do with the tools they’ve bought — and everything to do with the gaps they’ve overlooked. In this episode of Reimagining Cyber, Ryan shares what red-team exercises reveal about real-world security, from supposedly segmented networks and default passwords to exposed developer credentials and cloud environments where everyone has admin access. He explains why understanding your network traffic and actually reading your logs can be more valuable than buying another security product, where AI can help defenders (and where it still needs human guidance), and why he’s concerned that cutting-edge cybersecurity capabilities could become accessible only to those who can afford them. Plus, hear the surprising story of how a guest Wi-Fi network gave Ryan access to an industrial mainframe — and why the organisation struggled to accept what he’d found. As featured on Million Podcasts'  Best 100 Cybersecurity Podcasts   Top 50 Chief Information Security Officer CISO Podcasts  Top 70 Security Hacking Podcasts This list is the most comprehensive ranking of Cyber Security Podcasts online and we are honoured to feature amongst the best! Follow or subscribe to the show on your preferred podcast platform. Share the show with others in the cybersecurity world. Get in touch via reimaginingcyber@gmail.com

    Think Like an Attacker - #223

  3. Oct 7

    Inside the Mind of a Hacker - #222

    What really goes through a hacker’s mind? Samy Kamkar, creator of the infamous MySpace worm, takes us inside the hacker mindset — from curiosity and experimentation to the human weaknesses that still leave businesses exposed. We explore how hackers see technology, why people remain the easiest way in, how AI is changing the game, and what defenders can learn by thinking like an attacker. As featured on Million Podcasts'  Best 100 Cybersecurity Podcasts   Top 50 Chief Information Security Officer CISO Podcasts  Top 70 Security Hacking Podcasts This list is the most comprehensive ranking of Cyber Security Podcasts online and we are honoured to feature amongst the best! Follow or subscribe to the show on your preferred podcast platform. Share the show with others in the cybersecurity world. Get in touch via reimaginingcyber@gmail.com

    Inside the Mind of a Hacker - #222

  4. Sep 30

    Application Security in the AI Era - #221

    AI is changing application security at breakneck speed — and it’s not just about generating code faster. In this episode, Keelin Conant's guest is Diogo Rispoli, an application security leader, architect, and longtime industry expert. They explore what happens when AI agents start writing, testing and fixing code, and even talking to each other. The episode also digs into rogue agents, exploitability, AI-powered testing, the limits of auto-remediation, and why security teams need to look beyond the code itself. Plus, Diogo looks ahead to 2030 and asks a big question: will finding vulnerabilities even be the job of AppSec anymore? As featured on Million Podcasts'  Best 100 Cybersecurity Podcasts   Top 50 Chief Information Security Officer CISO Podcasts  Top 70 Security Hacking Podcasts This list is the most comprehensive ranking of Cyber Security Podcasts online and we are honoured to feature amongst the best! Follow or subscribe to the show on your preferred podcast platform. Share the show with others in the cybersecurity world. Get in touch via reimaginingcyber@gmail.com

    Application Security in the AI Era - #221

  5. Sep 23

    Inside a Ransomware Negotiation - #220

    In this episode of Reimagining Cyber, Keelin Conant welcomes Kurtis Minder, author of Cyber Recon, former founder of GroupSense, and one of the industry's most experienced ransomware negotiators. Together they discuss the evolution of ransomware, what organizations get wrong about cyber risk, how AI is changing the threat landscape, and the critical actions leaders can take today to protect their businesses. Plus, Kurtis shares insights from years spent communicating directly with the people behind some of the world's most damaging cyberattacks. Relevant links: https://www.kurtisminder.com/ Cyber Recon: https://a.co/d/8R4ewib  As featured on Million Podcasts'  Best 100 Cybersecurity Podcasts   Top 50 Chief Information Security Officer CISO Podcasts  Top 70 Security Hacking Podcasts This list is the most comprehensive ranking of Cyber Security Podcasts online and we are honoured to feature amongst the best! Follow or subscribe to the show on your preferred podcast platform. Share the show with others in the cybersecurity world. Get in touch via reimaginingcyber@gmail.com

    Inside a Ransomware Negotiation - #220

  6. Sep 16

    Your Scam Message Was From a Human Trafficking Victim- #219

    In this powerful episode of Reimagining Cyber, Keelin Conant speaks with Dr. Kelsey Morgan of EverFree about the growing connection between human trafficking and cybercrime. Learn how victims are being forced into scam operations, what recovery looks like for survivors, and how the cybersecurity community can play a role in creating change. It's a conversation that will forever change how you view cybercrime. Links mentioned in this episode: Fight of my Life podcast - https://fightofmylifepodcast.com/escaping-scam-city-roll Forbes - How Romance Fraud Links The U.S. To East Africa And Southeast Asia Forbes - Pay Attention To The Victims Behind Scams, Various Groups Urge World News Group - Trapped inside a cyberscam center As featured on Million Podcasts'  Best 100 Cybersecurity Podcasts   Top 50 Chief Information Security Officer CISO Podcasts  Top 70 Security Hacking Podcasts This list is the most comprehensive ranking of Cyber Security Podcasts online and we are honoured to feature amongst the best! Follow or subscribe to the show on your preferred podcast platform. Share the show with others in the cybersecurity world. Get in touch via reimaginingcyber@gmail.com

    Your Scam Message Was From a Human Trafficking Victim- #219

  7. Sep 2

    From Ransomware to AI: 15 Years of Cybersecurity - #218

    In this special episode of Reimagining Cyber, Tyler Moffitt hosts the podcast for the final time — looking back on 15 years in cybersecurity, the lessons he’s learned from speaking with security practitioners, researchers, MSPs and incident responders, and how dramatically the threat landscape has evolved. Tyler and incoming host Keelin Conant explore the shift from early malware and ransomware to double extortion, data theft and increasingly sophisticated nation-state activity. They also discuss how AI is accelerating the speed at which new exploits and attacks move from proof of concept into the wild. The conversation covers why organizations should report cybercrime to law enforcement, the role cryptocurrency trails can play in investigations, and the increasingly blurred line between financially motivated ransomware groups and nation-state operations. Looking ahead, Tyler shares some practical advice for defenders: treat identity as part of the security perimeter, limit privileges, protect administrative accounts, prepare for AI agents with excessive permissions, test backups, run tabletop exercises and focus on the fundamentals. But this episode is ultimately about more than technology. Tyler and Keelin discuss the importance of people, curiosity and human experience in cybersecurity — and why, despite changing technology and evolving attackers, there will always be a need to understand what is really happening and what defenders should do about it. As Tyler hands over the hosting role to Keelin, the next chapter of Reimagining Cyber begins. In this episode: 15 years of cybersecurity lessonsHow ransomware has evolvedAI and the acceleration of cyber threatsWhy organizations should report cybercrimeNation-state attacks and ransomware-for-hireIdentity as the new security perimeterAI agents, permissions and OAuth tokensIncident response and tabletop exercisesWhy cybersecurity fundamentals still matterThe human side of cybersecurityTyler’s final episode and Keelin’s new chapter as hostAs featured on Million Podcasts'  Best 100 Cybersecurity Podcasts   Top 50 Chief Information Security Officer CISO Podcasts  Top 70 Security Hacking Podcasts This list is the most comprehensive ranking of Cyber Security Podcasts online and we are honoured to feature amongst the best! Follow or subscribe to the show on your preferred podcast platform. Share the show with others in the cybersecurity world. Get in touch via reimaginingcyber@gmail.com

  8. Sep 2

    The Boardroom Edition - #217

    What does cyber resilience really mean when the stakes extend far beyond the security team? In this special Reimagining Cyber: The Boardroom Edition, we bring together perspectives from three 2026 conversations to explore how cybersecurity is becoming a board-level business and operational issue. Theresa Lanowitz, Cybersecurity Analyst at Omdia and former Gartner analyst explains why resilience can't be treated as simply another cybersecurity initiative — and why the whole organization, from the board and C-suite to frontline teams, needs to take responsibility. We then look at the first year of the Digital Operational Resilience Act (DORA) with tech leader Dominic Brown (founder, Graves Light Consulting) , exploring what the regulation means for financial services, why implementation has proved challenging, and why governance, testing and accountability are becoming increasingly important. Finally, Doug Merritt, CEO of Aviatrix and former CEO of Splunk, argues that cybersecurity is entering a new “containment era.” If organizations have to assume that breaches will happen, how do they prevent those breaches from becoming catastrophic? His answer: measure the blast radius. Across all three conversations, one message stands out: cyber leadership is no longer simply about protecting technology. It's about preserving operations, protecting customers, sustaining trust and ensuring the business can continue when disruption occurs. This is cybersecurity from the boardroom perspective. As featured on Million Podcasts'  Best 100 Cybersecurity Podcasts   Top 50 Chief Information Security Officer CISO Podcasts  Top 70 Security Hacking Podcasts This list is the most comprehensive ranking of Cyber Security Podcasts online and we are honoured to feature amongst the best! Follow or subscribe to the show on your preferred podcast platform. Share the show with others in the cybersecurity world. Get in touch via reimaginingcyber@gmail.com

    The Boardroom Edition - #217
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About

Explore the critical intersection of cybersecurity and business impact while gaining insights into CISO priorities with "Reimagining Cyber." Stay informed on the latest cybersecurity news, trends, and solutions tailored for today's CISOs and CIOs. This podcast is your go-to resource for staying updated on cybersecurity developments and addressing common challenges in the rapidly evolving digital landscape. As featured on MillionPodcasts'  Best 100 Cybersecurity Podcasts https://www.millionpodcasts.com/cyber-security-podcasts/ Top 50 Chief Information Security Officer CISO Podcasts https://www.millionpodcasts.com/ciso-podcasts/ Top 70 Security Hacking Podcasts https://www.millionpodcasts.com/security-hacking-podcasts/

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