About this episode

Simon Whale shares his unconventional journey in the business world, discussing health, resilience, and personal experiences.

The Two Russells lands with one of the most recognisable characters in the industry Simon Whale of Kerfuffle. Expect energy, honesty, and a fair bit of chaos. Simon’s journey is anything but conventional. From nine years at university (yes, really) and launching Indulgence Plc organising student trips across Europe… to being handed a job by his dad, then promptly getting sacked by him. Fourteen years at Reapit, acquiring RAN, and ultimately building Kerfuffle which is a marketplace connecting estate agents and suppliers. Simon has carved out a reputation for doing things his own way. But this episode goes far deeper. From his larger-than-life personality (and signature pink entrances), to a shocking liver cancer diagnosis delivered by text, a moment that changed everything. We talk health, resilience, family, and what really matters when life throws the unexpected at you. There’s humour, there’s perspective, and there’s plenty of classic Simon Whale along the way, including The Whale’s Den and stories you won’t see coming. Unfiltered. Unconventional. Unmissable.

More episodes of The Two Russells

• The Two Russells with Hayley Andrews · July 13, 2026 · 49 min
• The Two Russells with Tony Morris · July 3, 2026 · 55 min
• The Two Russells with Felix Bravo · June 26, 2026 · 1h 1m
• The Two Russells with John Howard · June 25, 2026 · 42 min
• The Two Russells and Kieran McCartney Jones · April 7, 2026 · 34 min
• The Two Russells with Graham Patterson · March 13, 2026 · 41 min

Explore listener stats, chart rankings, contacts and more on the The Two Russells podcast page.