Cyber Security Agony Uncles Podcast
Cyber Security Agony Uncles Podcast – Go-to experts unpack cyber challenges, one insightful episode at a time.
Released on – 1st Tuesday of every month at 1pm
A podcast that dives deep into the world of cyber security, offering practical advice and insights from our experts, with almost 45+ years of combined experience. In each episode, our hosts Stephen Ridgway (COO) and Richard Benfield (Director of Technology) tackle your toughest cyber concerns, breaking down complex issues into understandable solutions live!
Whether it’s technical challenges, office politics or career advice our cyber uncles have you covered!

Offshore SOCs and AI: What could possibly go wrong? - Cyber Security Agony Uncles

Retail Cyber Held Together with Duct Tape and String! - Cyber Security Agony Uncles

"Sh*t Pay for CISOs" - Cyber Security Agony Uncles

The Illusion of Competition: When the Contract Winner Writes the RFP - Cyber Security Agony Uncles

IT vs. Cybersecurity: Working Together Can Feel Impossible - Cyber Security Agony Uncles

Caught Between Conscience and Career: The Customers Deserve Better - Cyber Security Agony Uncles

Redundant, Ready, & Still Rejected: Time to Let Go of the CISO Dream? - Cyber Security Agony Uncles

Security Burnout: When the Job Breaks You Before the Breach Does - Cyber Security Agony Uncles

Graduate Incompetence: the Business Calls It ‘Leadership' - Cyber Security Agony Uncles

From Tech Veteran to Cybersecurity Pro: How to Make the Transition - Cyber Security Agony Uncles

Back to the Office, Like It or Not: The IT Head's Dilemma - Cyber Security Agony Aunts Podcast

When Devs Push Back: Making Security Work for Everyone - Cyber Security Agony Uncles

How Vendors Are Misleading SMEs and Undermining Real Experts - Cyber Security Agony Uncles

Do you have to have technical experience to be a CISO? - Cyber Security Agony Uncles

Cyber Impostor: Navigating Self-Doubt in High-Profile Tech Careers - Cyber Security Agony Uncles

Securing the Company With Nothing But a Job Title - Cyber Security Agony Uncles

Supporting Women in Cyber: But Not at the Cost of Fairness - Cyber Security Agony Uncles

Inherited AV, MDR, No SIEM, & a Lot of Noise: I’m the Difficult One! - Cyber Security Agony Uncles

Stuck in an IT Job With a Cyber Title — Please Help, I’m Bored - Cyber Security Agony Uncles

They Want Me to Secure the Business, Without Authority Over IT - Cyber Security Agony Uncles
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Why Should I Listen to the Cyber Security Agony Uncles Podcast?
Dive into the world of cyber security with our seasoned hosts, Stephen and Rich, who have probably seen and heard it all. No question will be left unanswered. Whether you’re navigating similar challenges at your workplace or simply seeking fresh perspectives, our podcast offers comfort, insight, and practical advice from actual experts in the infosec industry.
With age comes wisdom (no disrespect to Stephen or Rich!), and our hosts bring a wealth of experience to every episode. If you’re interested in cyber security, you’ll find our discussions both informative and entertaining—perfect for your lunch break.
We love seeing industry professionals join our livestream and get involved in the conversation, so mark your calendar and join us live for a dynamic and engaging experience!
When Is The Cyber Security Agony Uncles Podcast available?
The 1st Tuesday of every month
1pm on our social media platforms …
We will be on podcasting platforms very soon, watch this space!

Stephen Ridgway
“It’s a chance to debunk myths”
The COO of th4ts3cur1ty.company, brings a strategic vision and extensive experience to the forefront of cyber security discussions. With a career spanning decades, Stephen's deep-seated interest in protecting digital landscapes has driven him to implement forward-thinking security strategies that propel the company forward. His ability to see the big picture, combined with practical problem-solving skills, makes him a trusted leader in the field. On the "Cyber Security Agony Uncles" podcast, Stephen's expertise and personal dedication to helping others navigate cyber security challenges provide listeners with invaluable insights and realistic and relevant solutions.

Rich Benfield
“I love the fact the questions we get are so varied. It’s not all cyber-technology that we are dealing with, it’s proper people-centric stuff”
Rich, the Director of Technology at Th4ts3cur1ty.company, has spent decades immersed in the world of IT. His journey began with a fascination with computers, evolving into a career marked by innovative solutions and a hands-on approach to security challenges. Known for his ability to demystify complex technical issues, Rich has been instrumental in developing advanced security services that keep the company at the cutting edge of the industry, including being the brain behind Dracoeye. His passion for technology and commitment to educating others shines through in every episode of the "Cyber Security Agony Uncles" podcast.
Together, on the “Cyber Security Agony Uncles” podcast, Rich and Stephen offer a unique blend of expertise and relatability. They tackle real-time cyber security challenges, providing listeners with practical advice, insights, and solutions drawn from their vast experience. Their personal commitment to helping others navigate the complex world of cyber security makes the podcast an invaluable resource for anyone facing cyber issues, ensuring that listeners feel supported and informed.
How to Raise a Question on the Cyber Security Agony Uncles Podcast
Got a burning question you’d like us to tackle on the podcast?
Please send your queries via the form below. Rest assured, all questions will be kept anonymous.