Reimagining Cyber - real world perspectives on cybersecurity

What if cybersecurity teams could anticipate tomorrow’s threats before they become today’s attacks?

In this Reimagining Cyber Revisits episode, host Keelin Conant revisits her conversation with Heather Vescent, professional futurist, researcher and strategist, to explore how strategic foresight can help organisations prepare for the future of cybersecurity.

Heather explains how futurists identify emerging trends, challenge assumptions and explore possible futures to help security teams recognise warning signs and respond more effectively.

She also examines the cybersecurity implications of agentic AI and digital employees, from expanding attack surfaces to new opportunities for attackers and defenders alike.

How can security leaders move beyond reacting to threats and start preparing for what comes next? Heather shares a fresh perspective on why thinking ahead could be one of cybersecurity’s most valuable advantages.
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

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

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

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

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