Unemployable with Jeff Dudan

Why 91% of Millionaires Own a Business (And You're Missing Out) with Garrett Gunderson

May 20, 2026·1h 19m
Episode Description from the Publisher

Why 91% of Millionaires Own a Business (And You're Missing Out) with Garrett Gunderson  Jeff Dudan's free digital copy of his book What if the financial advice you've been following your whole life is actually keeping you broke? In this episode of the Unemployable Podcast, Jeff Dudan sits down with New York Times and Wall Street Journal bestselling author, comedian, and entrepreneur Garrett Gunderson - founder of Multiplier and author of 'What Would the Rockefellers Do?' and 'Killing Sacred Cows' - for a conversation that will completely rewire how you think about money, wealth, and retirement. Garrett shares why 91% of people worth $5 million or more own a business, how the Rockefeller Method can be started with just $50/month, and why the traditional retirement plan is setting most Americans up for failure. He breaks down the 4 I's costing entrepreneurs thousands every year (IRS, interest, investments, and insurance), explains the critical difference between financial independence and financial freedom, and reveals the tax-free business exit strategy most owners never hear about. You'll also hear Garrett's powerful philosophy on involving your kids in financial conversations, why diversification is often distraction in disguise, the truth about debt vs. equity, and how he went from losing two business partners in a plane crash to selling his company and filming a comedy special on Amazon Prime. Whether you're a first-generation business owner, a seasoned entrepreneur planning your exit, or someone questioning the conventional save-and-hope financial model, this episode delivers practical, contrarian, and often counterintuitive strategies for keeping more of what you make and building a life you don't want to retire from. Key Topics Covered: • Why business ownership is the #1 wealth vehicle • The Rockefeller Trust + Insurance Method explained • How to sell a business for up to $15M tax-free • The 4 I's: IRS, Interest, Investments, Insurance • Why saving can make you poorer (inflation math) • Good debt vs. bad debt - and why the distinction matters • Involving your children in financial education • The problem with venture capital and diversification • How Garrett built Multiplier after selling Wealth Factory • Stand-up comedy, Amazon Prime, and the Financial Roast  Homefront Brands: https://www.homefrontbrands.com  Jeff Dudan: https://www.jeffdudan.com  Guest: Garrett Gunderson Guest YouTube: https://www.youtube.com/@GarrettGundersonTV  Guest Website: https://garrettgunderson.com/  Guest Socials: https://www.instagram.com/garrettbgunderson/  DM Garrett the word 'Rockefeller' on Instagram @GarrettBGunderson to receive the audiobook of 'What Would the Rockefellers Do?' for free.  #GarrettGunderson #WealthBuilding #FinancialFreedom #BusinessOwner #RetirementPlanning #RockefellerMethod #Entrepreneur #TaxStrategy #UnemployablePodcast #JeffDudan Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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