Calvin Bagley on the Vegas Party, the Shingles Outbreak and the Book That Changed Everything

Calvin Bagley spent his childhood dodging the school bus and adulthood building business empires. The founder of multiple eight-figure Medicare companies and a self-proclaimed “big fish in a very specific pond,” Calvin went from growing up in rural isolation with nine siblings and no formal schooling to becoming one of the most respected names in his industry.

His memoir Hiding from the School Bus doesn’t teach you how to scale a business—it shows you how to survive one hell of a childhood and still come out kind, successful and grateful.

In this episode, Calvin and I cover everything from family feuds to Kirkus raves to what it’s like when people you barely know suddenly know all your darkest secrets. He talks about writing 1,000 pages during a bout of shingles (because of course he did), taking his co-writer back to the “scene of the crime” to really feel the trauma and throwing a Vegas book launch complete with goats, carrot cake and cocktails named after his childhood pain.

It’s equal parts therapy session, comeback story and gratitude circle. Calvin somehow manages to turn abuse, neglect and educational deprivation into punchlines—and then pivots to heartfelt lessons on self-acceptance, fatherhood and what it means to finally stop running from your past.

Episode Highlights

• What happens when your mom doesn’t know you wrote a memoir
• How a shingles outbreak became a literary blessing (seriously)
• The Vegas book party that doubled as emotional closure
• How radical honesty can make your business stronger
• What happens when you tell your story and the world actually listens