Small Business Therapy

Small Business Therapy

Small Business Therapy is your go-to podcast for real, unfiltered conversations about the entrepreneurial journey. Hosted by me, Jessie - a seasoned entrepreneur and CPA. Each episode dives into the highs, lows, and hard lessons of building a business from the ground up. Whether you're a fellow business owner or just getting started, tune in for relatable stories, candid insights—and stay until the end for practical tax tips you can actually use.

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  1. 20. JAN.

    Tanner Thomason on Betting on Yourself, Surviving Public Failure, and Building a Career Without a Safety Net

    Tanner Thomason joins the show to share a deeply honest look at what it means to chase a creative career with no guarantees—and keep going when the stakes are public, personal, and unforgiving. From leaving a four-stoplight town in Oklahoma to building a two-decade career in television and entertainment, Tanner reflects on the fear, humility, and resilience required to stay in the game. He opens up about one of the most terrifying moments of his career: a live broadcast mishap during the Nipsey Hussle funeral coverage that sparked online backlash and tested his ability to take responsibility, apologize in real time, and move forward under intense scrutiny. Tanner explains why learning to “forget the pitch once it leaves your hand” became essential to surviving live TV—and life. The conversation also explores financial uncertainty, career impermanence, and the reality that shows end, platforms disappear, and reinvention is inevitable. Tanner shares how humble pie, side hustles, real estate, and an abundance mindset helped him stay grounded through industry volatility—and why trusting your own wings matters more than trusting the branch beneath you. At its core, this episode is about courage without certainty: choosing optimism over fear, creation over comfort, and believing you’ll find another branch—even if the one you’re standing on breaks.

    46 Min.

Info

Small Business Therapy is your go-to podcast for real, unfiltered conversations about the entrepreneurial journey. Hosted by me, Jessie - a seasoned entrepreneur and CPA. Each episode dives into the highs, lows, and hard lessons of building a business from the ground up. Whether you're a fellow business owner or just getting started, tune in for relatable stories, candid insights—and stay until the end for practical tax tips you can actually use.