Today, Kelsey talks to Hustle 2.0’s John Jackson, former gang member, who after a 18 year sentence decided to completely transform his life through education, determination and compassion. John and Kelsey chat about the flaws of the prison system and its lack of humanity, how he managed to leave his gang, and how enough resources and opportunities will not only impact individuals, but entire generations (plus lip sync battles in prison, what?!). You won’t want to miss this inspiring conversation, so tune in now! 

Jump straight into:

(02:40) - The beginnings of John Jackson: Resilient at 10, incarcerated by 17.

(07:18) - On John’s 18-year sentence and the peculiar structures of a prison gang.

(11:04) - Dehumanization, lack of resources and barbaric administration: On the flaws of the prison system and the importance of aiming towards rehabilitation.

(18:38) - Hustle 2.0: How compassion, education and humanity can transform lives, even “the worst of the worst”.

(23:41) - Leaving the gang and prioritizing freedom: Rewriting your story by being both brave and stupid.

(26:36) - The future is compassionate: On Hustle 2.0’s vision and the support systems outside of the cells.

(29:31) - What is John most proud of about his journey, and what’s on his mental health recipe card?

(35:32) - Raw Truth Game!: A series of rapid-fire questions to reveal John’s truth.

Episode resources

Hustle 2.0

Connect with Hustle 2.0 through their email

Hustle Guide: The Preseason

Sponsor a scholarship here

Thank you for listening to Doughp’s Soberpreneur. Follow fearless Kelsey on Instagram and please leave a review to help more people find us. Don’t forget to check out Doughp’s delicious bakeable and edible cookie dough. Use the code KEEPITREAL to get 10% off!

This show is produced by StudioPod with additional music and editing provided by nodalab.