Aspire Higher with Charles and Yvana Bailey

Escaping People Pleasing Prison, Guest Jeff T. Osborne - Ep.51


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How would you handle facing a life sentence for a crime you didn’t commit? Most of us may never know that fear, but many of us are serving life sentences we didn’t sign up for—trapped in lives we built to please others.

This conversation with Jeff T. Osborne will make you question the life you’re living and inspire you to reclaim your power, your purpose, and your future. Tune in, not just for Jeff’s powerful story, but for your own breakthrough.

In this episode of the Aspire Higher Podcast, Charles and Yvana Bailey sit down with Jeff T. Osborne, a man who was staring down 16 years to life behind bars for a crime he didn’t commit. His story is not just about wrongful imprisonment—it's about breaking free from the invisible chains we wear every day. Jeff’s journey from being homeless and falsely accused to rising as a speaker and mentor to CEOs of Fortune 500 companies is a raw, emotional testament to the power of reclaiming your life.

If you feel stuck in a life that isn’t your own—if you’ve been trapped by expectations, people-pleasing, or fear—this episode is for you. Jeff opens up about the heartbreak, betrayal, and self-discovery that led him to find his true purpose. He challenges us to confront the emotional prisons we often lock ourselves in, and offers a blueprint for breaking free.

Don’t miss this chance to hear life-changing insights on resilience, faith, and rising above the battles that try to define us on Aspire Higher with Charles and Yvana Bailey™. 

You might want to go ahead and hit subscribe and turn on those notifications because you've just found your new favorite show and tag team duo! 

Find Jeff T. Osborne’s speaking, books and more at jefftosborne.com.


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