What happens when a brutal ransomware attack flips your entire career upside down—and launches you into the front lines of the biggest cyber war of our time?

In this explosive episode, cybersecurity advisor Nick Oles (Entoo Security) pulls back the curtain on his wild origin story: the day ransomware hit him personally, ignited an obsession, and ultimately birthed his must-read book, How to Catch a Phish.

Nick doesn't hold back. We dive deep into:

• How phishing has mutated into a terrifyingly sophisticated beast in 2025
• Why remote and hybrid work handed attackers the keys to the kingdom
• The AI arms race: how bad guys are weaponizing ChatGPT & Co. to craft undetectable attacks… and how the good guys are fighting back even harder
• Real-world war stories that will make you rethink every email you've ever opened
• Dead-simple, no-BS tactics you can implement TODAY to bulletproof yourself and your team

Whether you're a seasoned CISO or someone who just wants to stop being low-hanging fruit, this conversation is pure rocket fuel—packed with eye-opening insights, laugh-out-loud moments, and immediately actionable defenses.

Hit play now and turn your "it won't happen to me" into "try me."

🔗 Guest

Nick Oles Cybersecurity Advisor

LinkedIn: https://www.linkedin.com/in/nick-o-8b5b6349

Website: https://www.entoosecurity.com/

Support Nick by purchasing his book here on Amazon

🎙 Hosts

Joe Erle, Cyber Group Practice Leader at C3 Insurance 

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https://x.com/joe_erle

TikTok: /itscyberjoe

https://www.tiktok.com/@itscyberjoe 

Instagram: /itscyberjoe

https://www.instagram.com/itscyberjoe/ 

Meta: /joeerle

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LinkedIn: /joeerle

https://www.linkedin.com/in/joeerle/ 

Questions about cyber insurance?

📩 Email: joe@c3insurance.com or request a quote at www.c3insurance.com/cyber

Mike Dowdy, Voice AI Developer & Entrepreneur 

LinkedIn: 

https://www.linkedin.com/in/mikedowdy/

 

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