Horace Grant makes a play during an NBA game.
Four-time NBA champion Horace Grant is stepping into a new role: host. In an exclusive conversation with Heavy, the former Chicago Bulls forward laid out plans for “Legends in Session,” a Chicago-based TV and streaming series built around 13 one-hour conversations with sports and culture icons, slated to begin rolling out in 2026. The Urban Grind TV production will film in Chicago this winter, with promotional materials pointing to an April 2026 launch for season one.
Horace Grant’s ‘Legends in Session’ TV Show: Format, Guests & How to Watch
“Legends in Session with Horace Grant” is built around three pillars — Stories of a Generation, Honoring Legends, and Giving Back — and each episode is structured like an NBA game, with a pregame, tipoff, four quarters, halftime and postgame.
Grant said in the interview that he wants each hour to feel like a full journey with the guest, not just a quick studio hit. The show will explore childhood, adolescence, college and the climb to the pros or to the top of a given field.
Pregame, he explained, is where he checks in on what the guest is doing now. By the fourth quarter, the focus shifts to charity and legacy — what causes they support and how they give back. Postgame is reserved for rapid-fire questions, a looser segment Grant expects fans to latch onto week after week.
Unlike some streaming projects, Grant told Heavy the show won’t be released in big binge drops. Episodes will air one at a time, giving fans space to digest each story before the next one hits.
The series will first air on cable TV in Chicago on Urban Grind’s local channel and then stream nationwide through Urban Grind’s platforms on Roku, Apple TV, Fire TV and affiliated networks. Fans outside Chicago will be able to follow along throughLegendsInSession.com, which is already promoting the show’s 2026 debut.
Grant also confirmed there will be a podcast-style audio feed for people who want to listen on the go, mirroring the TV and streaming episodes.
The planned guest list is loaded with names from Grant’s Bulls, Magic and NBA rivalry days, including Scottie Pippen, Stacey King, BJ Armstrong, Vernon Maxwell, Charles Oakley, Gary Payton, Penny Hardaway and his twin brother Harvey Grant, along with other figures from sports and culture.
In his conversation with Heavy, Grant added that the first three episodes are expected to feature Oakley, Harvey Grant and Maxwell — all people he knows well, but whose full stories he says fans haven’t really heard.
Why Grant Says ‘Legends in Session’ Is a Movement, Not Just a Talk Show
Grant is framing “Legends in Session” as more than another ex-player hosting a couch show.
Each episode will include a Hall of Legends moment, where Grant inducts his guest into his own Hall and honors them for what they stand for, not just their stat lines or rings.
There’s also a built-in charity component. For every taping:
Grant and his guest will sign two pieces of memorabilia on camera.
One item will be auctioned off after the episode, with proceeds going to the guest’s charity of choice.
The other is a season-long Charity Jersey, signed by every guest, which will be auctioned off in the finale to support a cause close to Grant’s heart.
Grant told Heavy he has worked with many nonprofits during his 17-year NBA career but singled out the Make-A-Wish Foundation as especially important to him. He said his behind-the-scenes team will handle the memorabilia side carefully to keep everything authentic and ensure “every cent” goes back to the charities the show is supporting.
In the press materials, Grant calls “Legends in Session” a “movement that bridges sports, storytelling and service,” and that’s consistent with how he described it in our interview — a transparent, funny and heartfelt show where guests are encouraged to share the good, the bad, the happy and the sad from their lives.
He also made it clear there won’t be any manufactured beef on his set. The focus is on stories and perspective, not viral feuds.
Inside the First Episodes: Oakley, Harvey Grant, ‘Mad Max’ & Real Rivals
Grant told Heavy he personally called every guest to get them on board — sometimes begging a little, he said with a laugh, sometimes getting immediate yeses — before his executive producers handled the logistics.
His early lineup says a lot about the tone he’s aiming for:
Charles Oakley was his mentor in Chicago. Grant wants to finally tell the on- and off-court stories he couldn’t share when he was a younger player trying to prove himself.
With Harvey Grant, the show will rewind to their childhood in a small town in Georgia and trace how twin brothers both carved out long NBA careers.
For Vernon “Mad Max” Maxwell, Grant wants fans to see the side players know — not just the highlights and viral moments, but the full personality behind the “Mad Max” label.
When he talks about “rivals,” Grant means true basketball rivals — players like Oakley or Dennis Rodman who battled him physically during the Bulls’ three-peat years but are also friends. Those relationships, plus the comparison of ’80s and ’90s basketball to today’s game, are central to the kind of conversations he wants on camera.
Grant added that while the early focus is hoops, he expects to bring in guests from baseball, wrestling, football and even entertainment, widening the definition of “legend” beyond the NBA.
Why Chicago Is Home for Grant’s Next Chapter
The choice to base “Legends in Session” in Chicago is intentional.
Grant won three titles with the Bulls as a starter alongside Michael Jordan and Scottie Pippen, anchoring the frontcourt during the franchise’s first three-peat from 1991-93.
He told Heavy that after helping the Bulls win their first three championships, he still feels deep roots in the city and continues to feel “love and respect” from Chicago fans decades later. Chicago also gives him a huge pool of hometown legends to pull from, from NBA greats to stars in other sports and fields who came up in the city.
After Chicago, Grant went on to help the Orlando Magic reach the 1995 NBA Finals and later won another title with the Los Angeles Lakers in 2001, finishing his career as one of the most dependable two-way power forwards of the 1990s.
Now, instead of setting hard screens and hitting mid-range jumpers, he’s hoping to use that same credibility to get legends to open up on camera. And, if things go the way he expects, to turn one Chicago-built TV show into a long-running platform for storytelling and service.
Asked what would make him feel like “Legends in Session” truly lived up to the “movement” label after its first season, Grant pointed back to the fans.
If viewers come away knowing his guests’ real journeys — the joy, the struggle and the causes they fight for — and those stories help the next generation, he’ll feel like the show did its job.