Reimagining Cyber - real world perspectives on cybersecurity

In this milestone 200th episode of Reimagining Cyber, hosts Rob Aragao and Tyler Moffitt reflect on the journey so far—exploring how cybersecurity has evolved over the past five years and where it’s headed next.
From the early focus on cyber resilience to today’s rapidly shifting threat landscape, they break down the biggest changes shaping the industry: the rise of ransomware as a business model, the growing impact of supply chain attacks, and why identity has become the new perimeter. They also debate a key question—are attackers getting more sophisticated, or just better at scaling what already works?
The conversation dives into the real-world impact of AI on both defenders and attackers, separating hype from reality, and examining how automation, tool overload, and complexity are affecting security teams. Rob and Tyler also tackle persistent challenges like phishing, human risk, and why even after decades of awareness training, the fundamentals still matter.
Looking ahead, they share candid perspectives on what organizations are getting wrong, where security investments should shift, and why prevention, prediction, and business alignment are more critical than ever. Plus, insights into the evolving role of the CISO as a true business leader.
Whether you’ve been listening since episode one or are just joining, this episode offers a thoughtful, no-nonsense look at the past, present, and future of cybersecurity.
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!
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Cybersecurity has entered a new era—and prevention alone is no longer enough. In this episode, Doug Merritt, CEO of Aviatrix and former CEO of Splunk, joins us to break down why security leaders must fundamentally rethink their approach. With decades of experience across Cisco, SAP, and the evolution of modern security operations, Doug brings a sharp, operator-level perspective on what’s changing—and what CISOs need to do now.
As AI accelerates attacker capabilities and cloud environments introduce unprecedented exposure, the traditional playbook is breaking down. Sophisticated threats are no longer rare—they’re scalable, automated, and increasingly successful. Meanwhile, most organizations are still over-investing in vulnerability patching while underestimating the importance of containment.
We explore what this shift really means in practice:
Why “assume breach” is becoming the only realistic strategy
How AI is democratizing and accelerating cyber attacks
The hidden risks of flat, unsegmented cloud architectures
Why detection and remediation aren’t enough anymore
How to think about blast radius as a critical new metric
Using powerful analogies—like submarine breach containment—we break down how modern organizations can limit the damage of inevitable attacks and build true cyber resilience.
For CISOs and security leaders, this is a conversation about reframing success: not just keeping attackers out, but ensuring that when they get in, the business survives.
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 [email protected]

In this episode of Reimagining Cyber, Tyler Moffitt is joined by Mike DePalma to break down the biggest insights from the OpenText 2026 Cybersecurity Threat Report—and what they mean for MSPs and their customers.
They explore how today’s threats are becoming more targeted, automated, and AI-driven, why small and mid-sized businesses are the primary target, and what’s changing across phishing, ransomware, and identity-based attacks.
You’ll learn:
Why phishing—especially spear phishing—is surging
How identity has become the new security perimeter
The gap between ransomware confidence and real recovery
The risks of unmanaged AI tools
What MSPs must do to stay ahead
A fast, practical look at the trends shaping cybersecurity—and how to respond.
Relevant Links:
The report: 
https://cybersecurity.opentext.com/threat-report/
Interactive Executive Summary:
https://indd.adobe.com/view/014203fa-4c23-44b7-87e6-5b786d93e628

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 [email protected]

Inspired by the Artemis II mission, this episode explores cybersecurity in space and how NASA protects mission-critical systems. Rob Aragao speaks with NASA cybersecurity expert Tiffany Snyder about securing satellites, spacecraft, and space communications, and how cyber risk is managed across complex space missions.
Learn how NASA approaches space cybersecurity, risk management, supply chain security, and AI in cybersecurity, plus the challenges of protecting both ground systems and orbital infrastructure as the commercial space industry rapidly expands.
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 [email protected]

In this episode, cybersecurity expert Tyler Moffitt unpacks how modern cyberattacks have evolved into a seamless, scalable pipeline. What once appeared as separate threats—phishing, info stealers, credential theft, and ransomware—are now deeply interconnected stages of a single attack chain.
The conversation explores how attackers no longer need to “hack” their way in. Instead, they log in using stolen credentials and session data bought and sold in thriving underground marketplaces. With the rise of automated platforms and tools powered by AI, cybercrime has become more accessible, efficient, and difficult to detect than ever before.
Tyler breaks down the full attack lifecycle—from initial infection to credential theft, marketplace distribution, and eventual account takeover—highlighting why traditional defenses are struggling to keep up. The episode also examines the declining reliance on ransomware, as attackers increasingly favor silent data exfiltration and extortion tactics that are faster, quieter, and often more profitable.
For defenders, the message is clear: identity is now the frontline. With attackers blending in as legitimate users, organizations must shift their focus from keeping threats out to detecting suspicious behavior from within.
A sobering look at the current state of cybersecurity—and why the biggest threat may already be inside.
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 [email protected]