Successfully Unemployed Show with Entrepreneurs Investors and Side Hustle

Updated: 09 Sep 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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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

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In this episode of the Successfully Unemployed Show, host Roger Wesley interviews Charles Seaman, a managing partner at Cashflow Champs. Charles shares his unique journey into commercial real estate, discussing the importance of relationships, the differences between active and passive investing, and the impact of the

41 min
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In this power packed interview Terrie Schauer, author of Mindful Landlord shares her exciting journey of becoming an accidental landlord that led to her acquiring 90 properties in 10 years. Within the same time period she sold over 270 properties, and successfully coaches people how to invest in real estate. She is a w

37 min
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Here Roger shares insights into one common mistakes that people make when on the road to Financial Freedom. This one mistake keep people from all levels of success, and disallow them from becoming Successfully Unemployed. Get the FREE Real Estate Investing Course: https://masterpassiveincome.com/freecoursesu Youtube: h

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From the US Treasury to the health and wellness community, former Professional Track Athlete Brian Douglas shares how he was able to walk away from his W2 to pursue his dream. In this episode he shares the steps he took to design his ideal life, pitfalls along the way, and valuable insights for those looking to make si

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