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June 5, 2025 • 23 mins

Welcome to another exciting episode of "The Insurance Dudes," where hosts Craig Pretzinger and Jason Feltman are on a mission to help you escape the constraints of your insurance agency with the secrets to creating a predictable and profitable sales machine. In this episode titled "Audio Make Leads Paid For Put Your Thimble On Front Of Funnel," we have a fascinating guest, Jay Bregman, who takes us on his entrepreneurial journey in the insurance industry.

Jay shares how his passion for drone piloting unexpectedly led him to identify a gap in the market—drone pilots struggling to secure insurance for their gigs. This revelation sparked the creation of Thimble, a company dedicated to simplifying the world of small business insurance. Jay delves into the nuances of building his team and the challenges of sticking to a disciplined business model as they expanded from insuring drone pilots to servicing a myriad of small business professionals with a modern approach.

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