I Drank Myself To The Edge Of Death — Then Went to Prison | Joseph De Gregorio
Locked In with Ian Bick
Ian Bick
4.8 • 745 Ratings
🗓️ 4 January 2026
⏱️ 124 minutes
🧾️ Download transcript
Summary
Transcript
Click on a timestamp to play from that location
| 0:00.0 | This episode is brought to you by Shopify. With Shopify, 2026 is the year you make it happen. It gives you the tools to build your dream store, online and in person. Plus with marketing built in, it'll help you reach exactly who you need to. Join the millions who've already made the leap, like Jim Shark and all birds, and ring in the new year with Shopify. |
| 0:23.4 | Sign up for your £1 per month trial at Shopify.com.uk. |
| 0:27.7 | I was functioning while, you know, I was in a suit functioning all day, but I had a glass of vodka by my bedside, you know, three in the morning to stop the shakes. What caused you to steal in the first place? And he said, you know, you're going to need a liver transplant, otherwise, you know, you're not going to live. What did your wife think when you broke this news? He probably just dropped the bomb on her. We got to R&D, and he's like, take off your clothes. |
| 0:55.7 | I put another uniform on. |
| 1:11.3 | They had another name. You know, they shackle me with the waist, the wrist, you know, feet. And they were like, you know, they put me in a van. I'm like, you know, can you tell me what's going on? Where are we going? So he's like, you know, the doctor's saying you having, like, liver rejection to something. |
| 1:11.6 | You know, we're taking you down, the doctor's saying you having like liver rejection or something, you know, |
| 1:16.3 | we're taking you down to the hospital, Beth Israel. Joseph Day Gregorio went from Wall Street success to federal prison, battling addiction, fraud charges, and a liver transplant that nearly |
| 1:22.5 | killed them. Joe, welcome to logged in. Thanks so much for coming on the show today. Thank you kindly for having me. |
| 1:30.8 | Yeah, we're just talking about all of our mutual connections. It's funny to see how the prison community is. It's a big world, but small at the same time. |
| 1:39.5 | Very small block. Yeah, and Justin, who has his own prison consultant company. Is that what you call it, |
| 1:44.8 | prison consultant? So it's a full sentencing mitigation firm, pre-sentence and post-sentence, |
| 1:51.3 | and I implement a lot of very unusual mitigation strategies to get the maximum sentence reduction |
| 1:59.0 | and the minimum time served for my client. |
| 2:02.3 | And I consulted over 400 cases now and now I get hired by, you know, top law firms in America. |
| 2:09.3 | I have a good relationship with a lot of them. |
| 2:11.3 | So your focus is on the individual before sentencing? |
| 2:14.1 | Before sentencing. |
| 2:15.5 | And after as well, you know, I get hired after sentencing. |
| 2:20.7 | There was an individual who just recently got sentenced to 20 months. |
| 2:26.4 | They hired me post-sentencing and I created a reentry plan for him. |
| 2:33.5 | I told him how to present this to the case manager to get it into the central file and build it. |
| 2:39.4 | And he was let go after four months. |
... |
Please login to see the full transcript.
Disclaimer: The podcast and artwork embedded on this page are from Ian Bick, and are the property of its owner and not affiliated with or endorsed by Tapesearch.
Generated transcripts are the property of Ian Bick and are distributed freely under the Fair Use doctrine. Transcripts generated by Tapesearch are not guaranteed to be accurate.
Copyright © Tapesearch 2026.

