Chris and his friend, documentarian, director and cinematographer, Peter Gilbert, discuss the 25th anniversary of the iconic film "Hoop Dreams." Peter also talks about his passion for storytelling and the most heartbreaking and inspiring accounts he has witnessed while documenting sports.

Chris takes a trip down memory lane with friend, mentor, and AAU coach, Curtis 'Harve' Hervey. Chris and his AAU coach discuss what it takes to be a mentor, what parents should look for when searching for a coach, and their favorite memories of the SuperFriends AAU team.

Chris speaks with the infamous man behind one of the most controversial and iconic Olympic images in history, Dr. John Carlos. Chris and Dr. Carlos engage in a profound discussion about his early vision as a child that foreshadowed his monumental gesture highlighting human suffering. They passionately rehash Dr. Carlos' first protest as a resident of the Harlem projects, and his relationship with Dr. Martin Luther King and Malcolm X. Dr. Carlos leaves us with his impressions of Colin Kaepernick and the role of the athlete in the 21st century.

Sally Jenkins, sports columnist and feature writer for the Washington Post, talks about her book The Real All Americans. This story is about the origins of football and the controversial events at the Carlisle Indian School. Chris and Emmy award winning documentarian Perter Gilbert discuss the 1912 Native American football team led by Jim Thorpe and coach "Pop" Warner and how they defeated the U.S. Military Academy on the fields of West Point. This story shines a light on the monumental contributions and sacrifices Native Americans brought to the game. Jenkins also addresses the present state of football, derogatory mascots, and the effect of concussions on football culture.

An in depth conversation with Rev. Earl Smith, Chaplain of the Golden State Warriors, San Francisco 49'ers, and former Chaplain of the San Francisco Giants for over 10 years. In his new book, Death Row Chaplain, he recounts unbelievable stories of faith, forgiveness, and how sport can create hope where there was once only despair.

Fearless or Insane with Chris Webber debuts Tuesday, November 29, 2016.