Episode 23 – The Good, The Bad & The Hustle: Darren Conckleton’s First Year in Insurance

In this episode of The Hoffman Hour, I sit down with my protégé and rising agent Darren Conckleton to unpack his wild first year in the insurance industry. From the highs to the lows—and everything in between—we get real about what it takes to survive and thrive as a new business owner.

We talk about the early wins, the unexpected challenges, and how a little hustle (and some axe throwing and Topgolf) can go a long way. Darren shares raw insights on stepping into entrepreneurship, the mindset shift that changed his life, and how becoming an agency owner gave him purpose and power.

Whether you’re just getting started or thinking about making the leap, this episode will fire you up. Let’s go.