Successfully Unemployed Show with Entrepreneurs Investors and Side Hustle

Updated: 07 Oct 2025 • 206 episodes
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This is the place where ordinary people become extraordinary by building business, side hustles, and investments to quit their job and be successfully unemployed. In this show, Roger Wesley interviews successfully unemployed entrepreneurs and highlights how they quit their job and how you can too. https://successfullyunemployed.co

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When you think of a Blog, usually a media company does not come into mind. But that is exactly what Josh Summers has built with his 16 current blogs and websites. With these sites, he is successfully unemployed and is able to spend all of his time serving others. Currently he is in China serving the people of China and

43 min
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Seth Williams, one of the most down to earth people we have ever had on the show graced us with his presence. He's spent 1000s of hours providing resources for land investors to find and get good deals. Since 2009 he's done over 1000 land deals, including one deal that was worth more than his yearly salary in the banki

30 min
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Since 2018, Anthony has guided thousands of individuals on their journey to financial freedom through First Lien HELOCs. As the Sales Manager of the First Lien HELOC branch at First Savings Bank, he leads a dedicated team that provides innovative, personalized financial solutions to empower clients in taking control of

42 min
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Elizabeth Howell is a solopreneur who helps entrepreneurs and creators combine podcast guesting and LinkedIn content to create organic marketing magic. Don't waste any more time struggling to execute marketing strategies that produce zero results. Elizabeth's targeted podcast guesting program helps you build trust, cre

41 min
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Were you taught that there's no elevator to success? There wasn't, until now. Lane Kawaoka has built a path and in his new book The Wealth Elevator he gives the blueprint that we wish we all had to find wealth sooner. You don't want to miss this jam packed episode filled with useful information on how you can become Su

49 min
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02 Sep 2025 • EN

What Can You Do?

Overwhelm is dangerous. Don't be a victim. Do what only you can do and continue to press forward on your journey to becoming Successfully Unemployed! Roger shares tips that helped him along the way to becoming Successfully Unemployed, and if put into practice they can help you succeed. "We WON an AWARD!! Top 20 Side Hu

7 min
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