In this episode, we’re joined by Jason Levine for a candid conversation about building, growing, and sustaining an insurance agency in an ever-changing market. Jason shares how his path into insurance wasn’t planned, from early ambitions in aviation to stepping into the family business and discovering the strategic depth of the industry. With experience in enterprise-level agency planning, human resources, and VIP account management, he brings a risk-aware mindset shaped by years of evaluating financial exposure and maximizing outcomes for clients and businesses alike.

Jason dives into the realities of agency growth, including the shift from captive to independent, the importance of understanding underwriting and carrier operations, and why serving existing clients well often drives stronger, more sustainable growth than constantly chasing new leads. He also speaks openly about hiring challenges, market volatility, and the importance of staying adaptable, building the right team, and leading with clarity in uncertain times. This episode offers practical insight, real talk, and perspective for anyone navigating leadership and growth in today’s insurance landscape.

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Dive into an episode where entertainment and enlightenment collide, and walk away with a toolbox that even Feynman would envy. The Insurance Dudes are on a mission: making the complicated uncomplicated, and having a blast along the way. Are you in?

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