The Fun Side Of Business
This podcast is all about the people, the ones behind the brands.
We get into the real stories: the highs, the lows, and everything in between, without the polished filter.
Behind every business is a human story, full of risks, challenges, wins, and unexpected turns.
Business life? It’s not what you think.
The Fun Side Of Business
Built It, Sold It, Rebuilt It
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In this episode, we sit down with Simon Bennett, CEO of Vinttro, whose career starts far from boardrooms! Working as an Ipswich panel beater before building and scaling high-growth insurance and claims businesses, completing a successful exit, and then launching a new venture designed with acquisition in mind from day one.
Simon takes us back to the early grind: YTS schemes, long hours, saying yes to every shift, and building practical skills while others were still figuring out their direction. Those early lessons set the tone for everything that followed.
He then moves into insurance claims, learning office life from scratch and quickly rising through the ranks faster than expected. But the journey isn’t smooth.
We dive into the messy reality of growth, corporate takeovers, outsourcing pressures, and the moment Simon realised service quality was slipping and something needed to change. That turning point led to the creation of CAA, built through lean years, big risks, and eventually growing into a major local employer.
If you’re into entrepreneurship, scaling businesses, or just honest founder stories with no filter, this one’s for you.
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