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Inspiring Tech Leaders

The Technology Podcast Series

When the Internet Breaks - Cloudflare's 2025 Outage

When the Internet breaks

The recent global internet outage on November 18th, 2025, was a reminder of the fragility of our digital world. When a single configuration error at Cloudflare took down major services like OpenAI, X, Spotify, and thousands of others, it exposed a critical vulnerability in modern infrastructure.

In this episode of the Inspiring Tech Leaders podcast, I look at the root cause of the Cloudflare incident that cascaded into a global catastrophe.

This episode is a must-listen for anyone concerned with digital supply chain risk and systemic failure. I discuss:
 
πŸ’‘ The Concentration Risk - Why a failure in one core provider can cause a systemic shock across the global economy, following similar recent incidents at AWS and Microsoft Azure.
πŸ’‘ Building for Failure – The critical importance of the Principle of Graceful Degradation.
πŸ’‘ Mandating Out-of-Band Access - Why your internal tools must be independent of the infrastructure they manage to ensure you can fix problems when the main network is down.
πŸ’‘ Auditing Automation - The need for rigorous pre-deployment testing and blast radius analysis for all automated configuration changes.

The question is no longer if another failure will happen, but whether your organisation will be prepared when it does.

Available on: Apple Podcasts | Spotify | YouTube | All major podcast platforms

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CTO Secrets- How Giles Lindsay Transforms Organisations with Agile Leadership

Inspiring Tech Leaders - Agile Leadership

I’m excited to share this episode of the Inspiring Tech Leaders podcast, where I’m joined by the brilliant Giles Lindsay – CTO, Board Advisor, Agile thought leader, and Founder of Agile Delta Consulting.

With over 25 years of experience leading digital transformation across startups, scale-ups, and global enterprises, Giles has a wealth of insight into what it really takes to build high-performing tech teams and unlock agility at scale.

In this episode, we discuss:

πŸ’‘ The CLEAR model from his book Clearly Agile
πŸ’‘ The myth of “doing Agile” vs. being Agile
πŸ’‘ How to build cultures of experimentation and psychological safety
πŸ’‘ Why post-heroic leadership is the future
πŸ’‘ The biggest Agile transformation pitfalls — and how to avoid them
πŸ’‘ How AI is reshaping agility in product and delivery teams

Whether you are a tech leader, agile coach, or product strategist, this episode is packed with valuable insights on how to lead with clarity, purpose, and empowerment.


A huge thank you to Giles for such a thoughtful and energising conversation. Let’s keep pushing the boundaries of modern leadership and continuous improvement.

 
What's your biggest Agile transformation challenge?  I'd love to hear your experiences!
 
Available on: Apple Podcasts | Spotify | YouTube | All major podcast platforms


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