Don Wilson on Outworking the Competition and Creating a Standout Insurance Brand

Welcome back to The Insurance Dudes! In this episode, we’re joined by Don Wilson, the dynamic founder and owner of Capital Insurance Group. Don’s journey is as compelling as it is inspiring—he went from running retail clothing stores in West Virginia to leading a multi-state insurance agency with the mantra of authentic leadership and relentless persistence.

Don shares wild tales from the trenches, including a not-to-be-missed story involving a would-be client with “grenades”—plus some runaway police chases tossed in for good measure.

But it’s not all war stories and dad jokes (of which Don delivers his top three). We dig deep into Don’s business philosophy—why branding matters, how focusing on your target demographic leads to agency growth, and the importance of building a culture that puts employees first. Don’s passion for mentorship, creativity in prospecting (think “Big Check Express” and the “pastry guy”), and commitment to authentic connections will fire up anyone in the insurance biz—or anyone thinking of making a leap in their career.

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