Woods helped create Ear Hustle while incarcerated at San Quentin State Prison.

He became affiliated with a local Crips gang in high school, and began selling marijuana at 14, and later sold cocaine.

[7] They recruited fellow inmate Antwan Williams as the show's sound designer,[8] and submitted their idea for a podcast to a contest hosted by Radiotopia.

[5] Woods' role on the podcast was well-received, with Sarah Larson from The New Yorker describing him as an "immediately warm and likable presence",[10] while Eddie Harana from Rolling Stone praised the sense of humor he brought to the show.

[11] In November 2018, then California Governor Jerry Brown commuted Woods' sentence, saying he had "clearly shown that he is no longer the man he was when he committed this crime" and that "he has set a positive example for his peers and, through his podcast, has shared meaningful stories from those inside prison.

[7] Woods relocated to Oakland, California after his release, and was hired full-time as a producer and co-host of Ear Hustle.

[5][15] In 2020, alongside Poor and co-host Rahsaan Thomas, Woods was a finalist for the Pulitzer Prize for Audio Reporting.