In one of their first extended encounters since the 1997 ear-biting , Mike visits former rival Evander Holyfield and explores their uniquely shared experiences - both highs and lows.

Mike's one-man show stops first in Indianapolis. Battling his own anxiety about how he will be received, he begins this personal journey to be embraced as a legitimate entertainer.

Mike visits with sports legend and personal hero, Jim Brown, and discusses marriage, fidelity and parenting. Mike shares his own shortcomings as he strives to be a role model.

As Mike reflects upon his own legacy, he connects with greats who came before him. He attends a UFC event with Dana White, who highlights how Mike's legacy helped bridge boxing and MMA.

Mike's tour comes to a close and he continues his journey. He tries his hand at stand-up and visits his childhood neighborhood, for a glimpse of life before he became "Iron Mike Tyson."