Keegan Caldwell Talks Recovery, Artificial Intelligence, And More
Painful Lessons - A podcast by Painful Lessons - Mondays

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This week's guest is Keegan Caldwell, an American attorney, chemist, and former Marine. Keegan is a recovering addict going on 8 years of sobriety. He launched the Incarcerated Innovator's Program in 2022 to help current and aspiring entrepreneurs succeed in life, especially those in underserved communities. Keegan shares a lot of valuable lessons in this interview, check it out, give it a thumbs up, and let us know what you think in the comments. 0:00 - 4:19 Welcome Keegan Caldwell to the podcast 4:20 - 7:20 Keegan’s back story 7:21 - 11:37 Keegan’s gateway to drug use at 13 years old 11:38 - 16:42 Signing up for the Marines while stoned 16:43 - 21:40 “Crack is the fastest way to find recovery” 21:41 - 26:41 Perceptions of other people 26:42 - 31:23 Keegan’s challenges during recovery 31:24 - 35:49 Traffic can be therapy for some 35:50 - 40:22 choosing a law career 40:23 - 45:42 Relapsing 45:43 - 46:10 Getting sober again 46:11 - 49:12 Working in artificial intelligence software 49:13 - 54:07 “I just wanted to make enough money to eat where I wanted” 54:08 - 59:37 How experiences can build character 59:38 - 01:00:03 Closing out the interview