Successfully Unemployed Show with Entrepreneurs Investors and Side Hustle

Updated: 06 May 2025 • 192 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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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

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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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Culture specialist author, speaker, and consultant Jill Christensen joins us on the show to share her insights on how we can become successfully unemployed. With over 25 years in Corporate America, Jill has seen it all. She worked her way up to the C-Level corner office in a Fortune 100 company and found that once she

36 min
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Zach Zimmer of The Passive Life opened his war chest and let us in behind the scenes of how he created wealth in his 30s and retied at 39 years old. His story is filled with exciting twists and turns, as well as 7 figure losses. Zach has truly walked the long winding road to financial independence, and is on a mission

59 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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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

31 min
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