4.9 • 606 Ratings
🗓️ 6 July 2025
⏱️ 108 minutes
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0:29.7 | I come through and these two big skinheads and little old gay me comes because I'm already |
0:34.6 | started to come out of the closet. |
0:35.7 | Comes through the door and they're like, hey, are you Sandler? to shit myself and I'm like yeah like come here oh my god this is all |
0:43.3 | the things I've been hearing about I'm about to get my to beat kyle sandler was adopted and raised in |
0:48.0 | maryland built a successful startup and moved to Alabama to expand his empire but behind the business |
0:53.9 | was a two point.3 million scam |
0:56.4 | that defrauded 79 investors. After going on the run from the FBI, Kyle was arrested and sent |
1:02.9 | to federal prison twice. In this episode, he opens up about his time behind bars, including what it |
1:08.9 | was like serving time as an openly gay man in prison |
1:12.0 | and how he's trying to rebuild his life by helping others through prison consulting and making |
1:17.6 | amends for the past. |
1:23.2 | Kyle, welcome to Lockton. We've been talking about doing this for a while now. But pleasure having you. I'm glad we could finally settle our beef for you to come on the show today. I just want to thank you for putting that behind it so we could actually do this. Yeah, there's a couple TikToks Kyle made shooting at me about how I operated my prison sentence that we'll get to later in this episode. |
1:45.3 | But it's all good, you know. I know how the business works. So I appreciate your open-mindedness |
1:52.2 | and letting me come on and being open-minded about it. We have so many mutual friends that it was |
1:57.3 | only natural to fix everything and do this. Of course. And we originally first met through Generation Hustle, which was a documentary that came out about us. You were one in the episodes. I was one in the episodes. Everyone always asked me about the series. It's not on HBO anymore ever since they merged with Discover. But you were one of the episodes on it. Yeah, I was episode nine. I think you were like episode number one or two. |
2:19.2 | Yeah, and then I think they switched up the order. Like, I don't know. I don't know why they canned it. I mean, some of the episodes were trash, but there were some really good ones, like the ones where they actually had the people. I heard that the produce, I heard that Alice Gimney got into some kind of beef with Discover. |
2:15.0 | Oh, that's what I heard. |
2:16.6 | I don't know if there's any truth to that, but that's what I heard. |
2:19.4 | Yeah, and I what I heard. |
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