brent cassity

Nightmare Success In and Out

Society EN ↓ 234 episodes

What happens if your worst fear becomes your reality? Brent Cassity was a successful CEO working in a family business that grew to a national company that was recognized by the media of being the pioneers in their industry. Brent had it all and lost it all. He found himself standing at the gates of Leavenworth Prison to serve a 5 year sentence. Brent's podcast explores the stories of inmates who were in and now out of prison. What was life like before they went in, life inside prison, and life now that they are back home. These conversations are deep, sad. often funny, but always interesting.

Author

brent cassity

Category

Society

Podcast website

www.brentcassity.com

Latest episode

Jul 9, 2026

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Episodes

Nightmare Success IN and OUT Thanksgiving Gratitude 24.11.2021

I want to take a pause this week and step back to let everyone know I am feeling a lot of gratitude. Thanksgiving has always been my favorite holiday. It was not too long ago, I was forced to not be able to be with my family for Thanksgiving. There is not a lonelier time in prison than Thanksgiving and Christmas for an inmate. It makes me happy knowing the guys I was in Leavenworth with are now ho...

Fortune 1000 Salesman starts selling the wrong thing - Corbin Bosiljevac 18.11.2021

What happens when your worst fear becomes your reality? My guest this week is Corbin Bosiljevac who shares his gripping true story of his life and choices he made that lead him from a stand out high school athlete, Kansas University Graduate, Fortune 1000 salesman, to being an upper class black-market drug dealer. Corbin is an author of his new book, "On to the Next Thing." The first chapter of hi...

Lawn Care Business to Fast Money of drugs - Jim Strobbe 11.11.2021

What happens when your worst fear becomes your reality? My guest this week is Jim Strobbe. Strobbe and I were bunkmates in an 8x10 cell for over a year. Needless to say I got to know Strobbe. He is one cool cat. He was pretty much the "RED" (Shawshank) of Leavenworth. Strobbe was a very resourceful guy. He owned a very successful landscape business in Kansas City. He also veered into the world of...

Remaining Positive when it all looks dark - James Borders 04.11.2021

What happens when your worst fear becomes your reality? My guest this week is James Borders. James has a story that should be made into a movie. James grew up 1 of 16 kids in Hayti, Missouri. His dad died when he was a year old. His mom held the family together. James received a life sentence as a first time non-violent defendant. He spent 21 years in the system. His story is inspiring, and you wo...

Mortgage King to Prison - Jason Rauschelbach 28.10.2021

What happens when you worst fear becomes your reality? Brent Cassity interviews the people he was with in Leavenworth. They discuss life before prison, inside prison, and out of prison. This week Brent interviews Jason Rauschelbach the former CEO of The Mortgage Store. Jason shares his story of having it all losing it all and then entering the unfamiliar world of Leavenworth. He adapted to make hi...

Don’t take away hope if hope is all you have - Joey Ramos (AKA Romo) 21.10.2021

What happens when your worst fear becomes your reality? This week's guest is Joey Ramos, or as I know him, “Romo”. He has a heartfelt, gripping story that takes the listener on a journey from a Texas State Maximum Prison to Leavenworth Federal Prison Camp, and then back to Federal “Bloody Beaumont” Maximum Prison in Texas. Romo struggles, but he is always trying to find the right path through his...

Wisdom along the White Collar Nightmare - Jim Clark 15.10.2021

What happens when your worst fear becomes your reality? This episode we talk to Jim Clark from Kansas City. We discuss life before prison, in prison, and out of prison. Jim was one of the first guys I met at Leavenworth. He truly helped me get "set up" in prison. I will never forget that act of kindness. He introduced me to the inmate rules. I admired how he was making it work in prison. Jim share...

What is Nightmare Success? 05.10.2021

You are probably thinking Nightmare and Success are two words that do not naturally belong together. I am here to tell you they have always co-existed because if we want to succeed or set ourselves free... We have to walk through our own fears and nightmares to get to where we want to be. I have had extreme highs and lows in my life. I don't want my experiences to go to waste if I can help someone...

Nightmare Success In and Out teaser 29.09.2021

What happens when you worst fear becomes your reality. Brent Cassity had it all and lost it all finding himself standing at the Gates of Leavenworth. How do you adapt and survive in an unfamiliar unknown world? What tools can help you to overcome obstacles to keep moving forward?  This podcast will explore those topics. Brent will be interviewing the inmates he was with at Leavenworth. They w...

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