A Millionaire with a Dog and a Backpack: Rock Bottom and the Fire That Rerouted Him w/ Oto Gomes

In this Lonesome Conversation, Oto and I go back to the loneliest stretch of his life — divorced, numbing himself with weed morning to night, “slowly killing himself” despite being a multimillionaire, down to a dog and a backpack after his apartment burned down. He shares how that string of losses felt like God rerouting him with a hard 180, and how meeting his partner a week after the fire met him at his sickest and heaviest. A raw, moving testament to how the ground falling away can be the thing that saves you.

About Oto

Oto Gomes is a crypto investor, mentor, and founder of the Crypto Freedom Academy, an online educational platform helping people learn crypto and increase their wealth.

With over 10 years experience in the crypto industry, and 10-plus years before that as an accountant, Oto has persevered through the bull and bear markets of life to find true freedom. His goal is to help others become the most abundant versions of themselves. Oto is a voice for truth, sovereignty, and a holistic approach to creating a life and world of prosperity.

His mission is to create heart-centered, interdependent, and self-accountable communities to become the bridges to help themselves and others in recreating their relationship to money and re-internalizing their self worth.

Lonesome Conversations Limited Series

Lonesome Conversations is a special series from The Life Stylist, built around my new book, A Horse Named Lonesome (out November 17, 2026). Loneliness is something almost everyone goes through, and almost nobody talks about honestly. So I sat down with psychologists, philosophers, trauma therapists, teachers, and friends to find the truth about loneliness, and how we heal from it. Each episode is its own conversation, but together they walk the same ground the book maps out. (Pre-order your copy at ahorsenamedlonesome.com) You'll find new episodes alongside our regular show over the coming months.