This week I’m joined by Michael Henderson, Founder of RiskBox Ltd, a man on a mission to help creative businesses understand what insurance they really need.

Michael brings a refreshingly honest take on one of the more confusing of running a businesses. He shares real stories, practical guidance, and insights that could save your business time, money and headaches when things go wrong.

🌟 Some of my favourite parts of our conversation include:

✅ Legal must-haves vs. nice-to-haves: What’s actually required when starting out.
✅ Overinsured or underinsured? Why many founders get this balance wrong.
✅ Contracts and cover: How to handle insurance clauses in big client agreements.
✅ Cyber and ransomware: What protection looks like in a digital-first world.
✅ “Mitigation of loss”: The little-known insurance clause that could save you thousands.

On this week’s episode, I had a brilliant conversation with Harv Nagra, Head of Brand Communications at Scoro and host of The Handbook: The Operations Podcast.

Harv brings a unique mix of insight from marketing, operations, and systems design, particularly for growing agencies and professional service firms.

If you’ve ever felt like your business is spinning too many plates, this one’s for you.

🌟 Some of the highlights we dig into:

✅ Collaborating with finance: How operations + CFOs can lead smarter system rollouts.
✅ The Business Maturity Model: 5 stages of growth from “chaotic era” to “innovation era.”
✅ Burnout warning signs: Why broken internal systems silently sabotage leadership teams.
✅ The reality of accidental founders: Growing beyond creative chaos without losing identity.
✅ Infrastructure for scale: Getting the right tech, people and processes in place to grow cleanly.

This week, I’m joined by Oliver Tuffney, Founder & Head Coach at Sales Velocity, a framework designed to bring discipline, structure, and predictability to SME sales teams.

Some of my favourite takeaways from our conversation:

✅ How to avoid sales teams getting stuck in boom and bust cycles;
✅ How EOS can guide sales, but why Ollie feels it still needs a deeper “sales layer”;
✅ What great compensation plans actually look like, and how to build them without risking your cashflow;
✅ Why sales and finance leaders must collaborate on modelling if growth is going to be sustainable;
✅ And, the Charlie Munger quote that Ollie swears by when building out sales compensation structures.