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The Biggest Cyber Security Risk And How To Fix It With Robert Siciliano
Episode 1329th January 2026 • Beyond The Fine Print: The Tech Law Podcast • Rory O'Keeffe
00:00:00 00:49:18

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It’s easy to leave cyber security in the hands of the IT department. And to blame the hackers when a breach does happen.

But there’s usually a human in the middle of it all. And that’s where the risk usually sits.

I know I’ve clicked on things I shouldn’t have before…

And that’s why, in this episode, we’re joined by Robert Siciliano - security analyst, author, media voice, and one of the most recognisable educators in personal and corporate cyber security protection.

Robert has appeared on CNN, MSNBC, Fox News, CNBC, The Today Show, and is quoted in outlets like USA Today and Forbes. He also delivers security awareness training to organisations to help them to get their people to care about security.

We explore why typical workplace security training often fails, how to build what Robert calls a “strategic human firewall” and how to move employees from reluctant compliance to personal investment.

If you want to protect your own and build a culture that protects the people who you work with and your operations, this episode is essential.

Covered in this episode:

  1. The biggest risk to cyber security.
  2. Why most cyber security training doesn’t stick.
  3. What needs to change to get employees to care about cyber security.
  4. The risks AI introduces to organisational security.
  5. Why companies resist investing in security training.
  6. The one security habit everyone needs.
  7. And more…

If you got value from this episode of Beyond The Fine Print, subscribe on your favourite podcast platform so you don’t miss the next one.

LEARN MORE

RMOK Legal- https://www.rmoklegal.com/

CONNECT

Robert Siciliano on LinkedIn - https://www.linkedin.com/in/robertsiciliano/

Rory O’Keeffe on LinkedIn - https://www.linkedin.com/in/roryokeeffe/

LISTEN

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Apple Podcasts - https://podcasts.apple.com/us/podcast/beyond-the-fine-print/id1826498926

YouTube - https://www.youtube.com/@BeyondTheFinePrint/

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