Charles Oakley’s “Becoming the Enforcer” returns November 1–3, followed by the premiere of an all-new Phil Jackson episode on November 4.
Legends in Session with Horace Grant is back in session this week on Chicago Sports Network (CHSN) with additional airings of the acclaimed Charles Oakley premiere and an all-new episode featuring 13-time NBA champion Phil Jackson.
Hosted by four-time NBA champion and Chicago Bulls legend Horace Grant, Legends in Session brings iconic athletes, coaches and sports personalities together for candid conversations about their careers, relationships, defining moments and lasting legacies.
Charles Oakley: Becoming the Enforcer
The premiere episode features Charles Oakley, one of basketball’s most respected and physically imposing competitors.
Oakley joins his former Chicago Bulls teammate Horace Grant for an honest conversation about toughness, loyalty, leadership and the mentality that made him “The Enforcer.”
Charles Oakley Replays on CHSN
- Saturday, November 1 at 10:00 PM CT
- Sunday, November 2 at 10:00 PM CT — following Bulls/76ers and Blackhawks/Avalanche postgame coverage
- Monday, November 3 at 6:00 PM CT
Follow Charles Oakley on Instagram at @therealoak34.
New Episode: Phil Jackson
On Tuesday, November 4, Horace Grant reunites with legendary coach Phil Jackson for an all-new episode.
Jackson won 13 NBA championships during his playing and coaching career, including six championships as head coach of the Chicago Bulls. Grant and Jackson share a championship history built on leadership, trust and three consecutive NBA titles in Chicago.
Phil Jackson Premiere and Replays on CHSN
- Tuesday, November 4 at 9:30 PM CT — new episode following Bulls/Knicks Postgame
- Thursday, November 6 at 9:30 PM CT — following Windy City Bulls/Noblesville Boom
- Saturday, November 8 at 5:30 PM CT — following Bulls/76ers Postgame
- Sunday, November 9 at 6:00 PM CT — before the Bulls/76ers replay
- Sunday, November 9 at 9:30 PM CT — after the Bulls/76ers replay
All times are Central. Air times may shift based on live-game coverage.
Where to Watch
Watch Legends in Session with Horace Grant on Chicago Sports Network and stream through the CHSN App.
Visit LegendsInSession.com for exclusive clips, announcements and behind-the-scenes content.
Subscribe to the official Legends in Session YouTube channel for exclusive videos and Shorts:
Follow the series on social media:
- Horace Grant — @horacegrant54
- Charles Oakley — @therealoak34
- Chicago Sports Network — @chsn
- Urban Grind TV — @urbangrindtv
- Legends in Session — @legendsinsession
About Legends in Session
Legends in Session with Horace Grant is hosted by four-time NBA champion Horace Grant and produced by Urban Grind TV.
The series is co-hosted, directed and executive produced by Wally Lockard III, J.D., “Mr. Music, TV & Sports.”
Each episode gives audiences an intimate look at the personalities, relationships and stories behind some of the most accomplished figures in sports.
The legends are back in session.