

Successfully Unemployed Show with Entrepreneurs Investors and Side Hustle
Master Passive Income
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
https://successfullyunemployed.co
Episodes
Mentioned books

Sep 16, 2025 • 41min
From CNN to PR Marketing Expert
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, create consistent content and get trackable results. With 25 years of PR, media and content creation experience, no one is better skilled to serve you. Her products include niche podcast lists, as well as DIY and Done For You services. Visit her LinkedIn profile to learn more, http://www.linkedin.com/in/euh24"We WON an AWARD!! Top 20 Side Hustle Podcasts! Check us out here! https://podcast.feedspot.com/side_hustle_podcasts/Get the FREE Real Estate Investing Course: https://masterpassiveincome.com/freecoursesuYoutube: https://YouTube.com/iamrogerwesley// WHAT TO WATCH NEXTStart a Podcast: https://youtu.be/YdKKwSSOnJAMake Money Online: https://youtu.be/WDkRHg3uxR0Flea Market Flipper: https://youtu.be/MYEoeQPT-5E//BEST BUSINESS COURSES I RECOMMENDStart an Online Business: https://successfullyunemployed.co/p24Start a podcast: https://successfullyunemployed.co/podcourseMake money on Etsy: https://successfullyunemployed.co/goldcityCreate a Facebook Ads Agency: https://successfullyunemployed.co/laptopempiresMake $ from nothing as a Flea Market Flipper: https://successfullyunemployed.co/fleamarketflipperLearn how to invest in land: https://successfullyunemployed.co/retipsterLearn more about Dustin and find resources to build an automatic real estate investing business:https://masterpassiveincome.com/NOTE: This description may contains affiliate links to products we enjoy using ourselves. Should you choose to use these links, this channel may earn affiliate commissions at no additional cost to you. We appreciate your support!

Sep 9, 2025 • 49min
There IS An Elevator to Success
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 Successfully Unemployed!

Sep 2, 2025 • 7min
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 Hustle Podcasts! Check us out here! https://podcast.feedspot.com/side_hustle_podcasts/Get the FREE Real Estate Investing Course: https://masterpassiveincome.com/freecoursesuYoutube: https://YouTube.com/iamrogerwesley// WHAT TO WATCH NEXTStart a Podcast: https://youtu.be/YdKKwSSOnJAMake Money Online: https://youtu.be/WDkRHg3uxR0Flea Market Flipper: https://youtu.be/MYEoeQPT-5E//BEST BUSINESS COURSES I RECOMMENDStart an Online Business: https://successfullyunemployed.co/p24Start a podcast: https://successfullyunemployed.co/podcourseMake money on Etsy: https://successfullyunemployed.co/goldcityCreate a Facebook Ads Agency: https://successfullyunemployed.co/laptopempiresMake $ from nothing as a Flea Market Flipper: https://successfullyunemployed.co/fleamarketflipperLearn how to invest in land: https://successfullyunemployed.co/retipsterLearn more about Dustin and find resources to build an automatic real estate investing business:https://masterpassiveincome.com/NOTE: This description may contains affiliate links to products we enjoy using ourselves. Should you choose to use these links, this channel may earn affiliate commissions at no additional cost to you. We appreciate your support!

Aug 26, 2025 • 42min
From Employee to Commercial Real Estate Investor: Charles Seaman's Journey
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 COVID-19 pandemic on the market. He emphasizes the need for self-assessment when entering the field and provides insights into finding deals and building confidence through experience. The conversation also touches on market trends and future opportunities in commercial real estate.Get the FREE Real Estate Investing Course: https://masterpassiveincome.com/freecoursesuYoutube: https://successfullyunemployed.co/youtube// WHAT TO WATCH NEXTStart a Podcast: https://youtu.be/YdKKwSSOnJAMake Money Online: https://youtu.be/WDkRHg3uxR0Flea Market Flipper: https://youtu.be/MYEoeQPT-5E//BEST BUSINESS COURSES I RECOMMENDStart an Online Business: https://successfullyunemployed.co/p24Start a podcast: https://successfullyunemployed.co/podcourseMake money on Etsy: https://successfullyunemployed.co/goldcityCreate a Facebook Ads Agency: https://successfullyunemployed.co/laptopempiresMake $ from nothing as a Flea Market Flipper: https://successfullyunemployed.co/fleamarketflipperLearn how to invest in land: https://successfullyunemployed.co/retipsterLearn more about Dustin and find resources to build an automatic real estate investing business:https://masterpassiveincome.com/NOTE: This description may contains affiliate links to products we enjoy using ourselves. Should you choose to use these links, this channel may earn affiliate commissions at no additional cost to you. We appreciate your support!

Aug 19, 2025 • 37min
College Student to Real Estate Mogul
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 wealth of information, and shares valuable tips and pointers on how to start, and further your real estate investment journey."We WON an AWARD!! Top 20 Side Hustle Podcasts! Check us out here! https://podcast.feedspot.com/side_hustle_podcasts/Get the FREE Real Estate Investing Course: https://masterpassiveincome.com/freecoursesuYoutube: https://YouTube.com/iamrogerwesley// WHAT TO WATCH NEXTStart a Podcast: https://youtu.be/YdKKwSSOnJAMake Money Online: https://youtu.be/WDkRHg3uxR0Flea Market Flipper: https://youtu.be/MYEoeQPT-5E//BEST BUSINESS COURSES I RECOMMENDStart an Online Business: https://successfullyunemployed.co/p24Start a podcast: https://successfullyunemployed.co/podcourseMake money on Etsy: https://successfullyunemployed.co/goldcityCreate a Facebook Ads Agency: https://successfullyunemployed.co/laptopempiresMake $ from nothing as a Flea Market Flipper: https://successfullyunemployed.co/fleamarketflipperLearn how to invest in land: https://successfullyunemployed.co/retipsterLearn more about Dustin and find resources to build an automatic real estate investing business:https://masterpassiveincome.com/NOTE: This description may contains affiliate links to products we enjoy using ourselves. Should you choose to use these links, this channel may earn affiliate commissions at no additional cost to you. We appreciate your support!

Aug 12, 2025 • 23min
Avoid This Mistake IF You Want to Be Financially Free
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/freecoursesuYoutube: https://YouTube.com/iamrogerwesley// WHAT TO WATCH NEXTStart a Podcast: https://youtu.be/YdKKwSSOnJAMake Money Online: https://youtu.be/WDkRHg3uxR0Flea Market Flipper: https://youtu.be/MYEoeQPT-5E//BEST BUSINESS COURSES I RECOMMENDStart an Online Business: https://successfullyunemployed.co/p24Start a podcast: https://successfullyunemployed.co/podcourseMake money on Etsy: https://successfullyunemployed.co/goldcityCreate a Facebook Ads Agency: https://successfullyunemployed.co/laptopempiresMake $ from nothing as a Flea Market Flipper: https://successfullyunemployed.co/fleamarketflipperLearn how to invest in land: https://successfullyunemployed.co/retipsterLearn more about Dustin and find resources to build an automatic real estate investing business:https://masterpassiveincome.com/NOTE: This description may contains affiliate links to products we enjoy using ourselves. Should you choose to use these links, this channel may earn affiliate commissions at no additional cost to you. We appreciate your support!

Aug 5, 2025 • 31min
Escaped the US Treasury to be a Health and Fitness Coach: Brian Douglas
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 significant improvement to their health. You don't want to miss this jam packed interview!"We WON an AWARD!! Top 20 Side Hustle Podcasts! Check us out here! https://podcast.feedspot.com/side_hustle_podcasts/Get the FREE Real Estate Investing Course: https://masterpassiveincome.com/freecoursesuYoutube: https://YouTube.com/iamrogerwesley// WHAT TO WATCH NEXTStart a Podcast: https://youtu.be/YdKKwSSOnJAMake Money Online: https://youtu.be/WDkRHg3uxR0Flea Market Flipper: https://youtu.be/MYEoeQPT-5E//BEST BUSINESS COURSES I RECOMMENDStart an Online Business: https://successfullyunemployed.co/p24Start a podcast: https://successfullyunemployed.co/podcourseMake money on Etsy: https://successfullyunemployed.co/goldcityCreate a Facebook Ads Agency: https://successfullyunemployed.co/laptopempiresMake $ from nothing as a Flea Market Flipper: https://successfullyunemployed.co/fleamarketflipperLearn how to invest in land: https://successfullyunemployed.co/retipsterLearn more about Dustin and find resources to build an automatic real estate investing business:https://masterpassiveincome.com/NOTE: This description may contains affiliate links to products we enjoy using ourselves. Should you choose to use these links, this channel may earn affiliate commissions at no additional cost to you. We appreciate your support!

Jul 29, 2025 • 43min
Laid Off. Now What?!
You've just been laid off. Your life has turned upside down, or has it? In this episode Roger interviews Steve Jaffe who was laid off 4 times over the course of his corporate career, and used what he learned from each experience to propel him forward. He's one of the brains behind "What Happens in Vegas, Stays in Vegas," and he's here to share insights for those of us on our journey to becoming Successfully Unemployed!"We WON an AWARD!! Top 20 Side Hustle Podcasts! Check us out here! https://podcast.feedspot.com/side_hustle_podcasts/Get the FREE Real Estate Investing Course: https://masterpassiveincome.com/freecoursesuYoutube: https://YouTube.com/iamrogerwesley// WHAT TO WATCH NEXTStart a Podcast: https://youtu.be/YdKKwSSOnJAMake Money Online: https://youtu.be/WDkRHg3uxR0Flea Market Flipper: https://youtu.be/MYEoeQPT-5E//BEST BUSINESS COURSES I RECOMMENDStart an Online Business: https://successfullyunemployed.co/p24Start a podcast: https://successfullyunemployed.co/podcourseMake money on Etsy: https://successfullyunemployed.co/goldcityCreate a Facebook Ads Agency: https://successfullyunemployed.co/laptopempiresMake $ from nothing as a Flea Market Flipper: https://successfullyunemployed.co/fleamarketflipperLearn how to invest in land: https://successfullyunemployed.co/retipsterLearn more about Dustin and find resources to build an automatic real estate investing business:https://masterpassiveincome.com/NOTE: This description may contains affiliate links to products we enjoy using ourselves. Should you choose to use these links, this channel may earn affiliate commissions at no additional cost to you. We appreciate your support!

Jul 22, 2025 • 17min
4 levels of Competency
Roger discusses the 4 levels of competency that all of us face in everything that we do. He also shares how insights into why we encounter self-sabotage, and how to overcome this enemy in our lives.Get the FREE Real Estate Investing Course: https://masterpassiveincome.com/freecoursesuYoutube: https://YouTube.com/iamrogerwesley// WHAT TO WATCH NEXTStart a Podcast: https://youtu.be/YdKKwSSOnJAMake Money Online: https://youtu.be/WDkRHg3uxR0Flea Market Flipper: https://youtu.be/MYEoeQPT-5E//BEST BUSINESS COURSES I RECOMMENDStart an Online Business: https://successfullyunemployed.co/p24Start a podcast: https://successfullyunemployed.co/podcourseMake money on Etsy: https://successfullyunemployed.co/goldcityCreate a Facebook Ads Agency: https://successfullyunemployed.co/laptopempiresMake $ from nothing as a Flea Market Flipper: https://successfullyunemployed.co/fleamarketflipperLearn how to invest in land: https://successfullyunemployed.co/retipsterLearn more about Dustin and find resources to build an automatic real estate investing business:https://masterpassiveincome.com/NOTE: This description may contains affiliate links to products we enjoy using ourselves. Should you choose to use these links, this channel may earn affiliate commissions at no additional cost to you. We appreciate your support!

Jul 15, 2025 • 8min
The Biggest Competitor You'll Face
Roger discusses some of the challenges he's faced while making the journey to becoming Successfully Unemployed, and offers guidance to those that are working towards that destination."We WON an AWARD!! Top 20 Side Hustle Podcasts! Check us out here! https://podcast.feedspot.com/side_hustle_podcasts/Get the FREE Real Estate Investing Course: https://masterpassiveincome.com/freecoursesuYoutube: https://YouTube.com/iamrogerwesley// WHAT TO WATCH NEXTStart a Podcast: https://youtu.be/YdKKwSSOnJAMake Money Online: https://youtu.be/WDkRHg3uxR0Flea Market Flipper: https://youtu.be/MYEoeQPT-5E//BEST BUSINESS COURSES I RECOMMENDStart an Online Business: https://successfullyunemployed.co/p24Start a podcast: https://successfullyunemployed.co/podcourseMake money on Etsy: https://successfullyunemployed.co/goldcityCreate a Facebook Ads Agency: https://successfullyunemployed.co/laptopempiresMake $ from nothing as a Flea Market Flipper: https://successfullyunemployed.co/fleamarketflipperLearn how to invest in land: https://successfullyunemployed.co/retipsterLearn more about Dustin and find resources to build an automatic real estate investing business:https://masterpassiveincome.com/NOTE: This description may contains affiliate links to products we enjoy using ourselves. Should you choose to use these links, this channel may earn affiliate commissions at no additional cost to you. We appreciate your support!