J
Jesse Crosson
Internet personality
5
APPEARANCES
5
PODCASTS
012
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Sep 10, 2026
514 | How the Prison System fails to Offer Second Chances w/Jesse Crosson
22:48
22:58
23:05
30:17

Hunter ParnellHOST
Tell us a little bit about this story and even the profound lesson that you had to learn about other people in this institution.

Jesse CrossonGUEST
I managed to get a job in the woodshop, which was a sought after job because you get paid better than anybody else.

Jesse CrossonGUEST
And I was thinking, thank God it's not some young man who's going to be loud and crazy all the time.
7 MINS LATER

Hunter ParnellHOST
How... difficult is it to see like the things working for you is it easy to to get those to others to buy in how much of this is because they don't have that hope that you had what are the things that are that were that you saw that were hindering people from taking the same kind of journey that you took
Jesse Crosson | Cocaine Use, 32-Year Prison Sentence, & Reentry Advocacy
33:31
33:35
33:42

Jesse CrossonGUEST
Um, and we got along, and we ended up being on different shifts, and it worked great.

Jesse CrossonGUEST
Um, and then at one point, you know, he never got letters, he never got phone call, or he never made phone calls.

Jesse CrossonGUEST
He had-- He was a highly, highly decorated veteran, like multiple tours in Vietnam, like more medals than anybody I've ever seen.
21 MINS LATER
Breaking Free: How Jesse Crosson Turned His Life Around
0:43
0:48
J
0:30Jesse, can you give the audience a little bit of backstory about yourself?

Jesse CrossonGUEST
I found cocaine, and what was some minor misbehavior just was like falling off a cliff.

Jesse CrossonGUEST
And in three months I went from, you know, all the, the positive things ahead of me to committing a robbery, committing an unrelated non-fatal shooting, and going away and being sentenced to twice the high point of the guidelines, just sentenced to 32 years at 18 years old, thinking that, uh, my life was over.
18 MINS LATER
Your Worst Mistake Doesn't Define You: Jesse Crosson's Inspirational Story of Prison, Redemption & Purpose (Inspirational)
1:05
1:12
1:18
1:25
1:31

Jesse CrossonGUEST
And the answer about my childhood has changed over the years, and it's not that the experience itself changed, it's just the perspective I have on it changed.

Jesse CrossonGUEST
Growing up, I had parents who were both dealing with addiction, you know, both met for a love of kind of drugs and alcohol.

Jesse CrossonGUEST
Got clean when I was young, but didn't necessarily address the underlying issues or the patterns that led to that drug use or that drinking in the first place.

Jesse CrossonGUEST
So there was some unhealthy behavior, and they both loved me and they both showed up and did the best they could.

Jesse CrossonGUEST
Also, they had not necessarily gotten the kind of love or support or guidance they needed growing up, so they didn't necessarily have the tools they needed to show up for me.
11 MINS LATER
Jesse Crosson
19:23

Jesse CrossonGUEST
So one of the guys that I was running with grabbed us all a beer and sat us all down in Daniel's house and said, hey, you know, I know this family and I used to work for them and they're just terrible people.

