Nightmare Success In and Out
Hosted by Brent Cassity · brent cassity
5.0from 321 ratings
- 250
- Episodes
- 138
- Transcribed
- 321
- Ratings
- Weekly
- Cadence
- 2021
- First episode
- 378K
- YouTube views
About Nightmare Success In and Out
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.
- Publisher
- brent cassity
- Category
- society & culture
- Language
- en
- Explicit
- No
- First episode
- 29 Sept 2021
- Latest episode
- 22 Oct 2026
Latest episodes
138 of 250 episodes have a transcript.
22 Oct 2026TRANSCRIPT
From Wall Street to Federal Prison: How Failure Rebuilt Pierre Rogers
15 Oct 2026TRANSCRIPT
Dickie Scruggs: King of Torts | From Billions to Federal Prison & Redemption
5 Oct 2026TRANSCRIPT
Life After Prison: Ending the White Collar Life Sentence | Jeff Grant & Drew Chapin
Inside a recent episode
From Wall Street to Federal Prison: How Failure Rebuilt Pierre Rogers
Published 22 Oct 2026 · Transcript excerpt
[…] And so everything I did became extremely deliberate. So I would write down every single day what my workout was and track that, what my food and calorie intake was and track that. What I was reading, I was reading for a purpose, right? What is my purpose? It's to build XYZ business. And so thus everything I'm going to read is going to be specifically added to additive to that goal. I won't read things that aren't additive to where I need to be. So all my units of time were dedicated to that. And then at the bottom, and I think this is really important to everybody, is I would do what's called an AAR. […]
Read the full transcript with a Pod Engine plan.
See plansWho has been a guest on Nightmare Success In and Out
Names identified in recent episode analyses. Showing up to five guests.
- Pierre Rogers
- Richard "Dickie" Scruggs
- Jeff Grant
- Drew Chapin
- Dickie Scruggs
Reach and audience
Public platform figures. Ratings count people who left a rating, not total listeners.
- YouTube views
- 378,407
- Score snapshot 15 Sept 2025
- Apple Podcasts (US)
- 5.0 / 5
- 206 ratings
- Spotify
- 4.9 / 5
- 115 ratings
Podcast Authority Score: 86 / 100
A composite of feed quality, social presence, YouTube performance and engagement. Read the methodology.
- Quality
- 98
- Social presence
- 0
- YouTube
- 86
- Engagement
- 96
Contact Nightmare Success In and Out
- Guest appearances
- Books guests
Based on episode analysis; this does not confirm that the show is currently accepting guests.
Shows with a similar audience
Questions about Nightmare Success In and Out
Who hosts Nightmare Success In and Out?
Brent Cassity host the show. Published by brent cassity.
How often do new episodes come out?
The show publishes weekly, based on its RSS feed.
Does Nightmare Success In and Out take guests?
Yes. Guests have been identified in episode analyses.
Where can I read transcripts?
138 of 250 episodes have a transcript on Pod Engine. Full transcripts are available with a Pod Engine plan.
Host of Nightmare Success In and Out?
Claim your podcast to manage its listing and keep your show details accurate.
Pod Engine is an independent podcast discovery and analytics service and is not affiliated with or endorsed by this podcast. Artwork and show content belong to their owners. Full legal notice.
Explore this show
Podcast research with Pod Engine