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Retired NBA Author: The Last Enforcer Media Appearances | Brand Partnerships Bookings: •••
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Recent posts
My beautiful daughter in her first fashion show in NY! Thank you @jumpman23 @nike
07 Sep 2023
CHARLES OAKLEY: BECOMING THE ENFORCER. 🏀
Charles was my teammate on the Chicago Bulls and mentored me during my rookie season. For the premiere of *Legends in Session*, we sit down to talk about our time in Chicago, the bond we built, and the stories behind one of basketball’s most respected legends.
Each one-hour episode unfolds like a game: pregame, tipoff, four quarters, halftime, and postgame. We get into the defining moments and personal stories, then honor each guest in the Hall of Legends and give back through signed memorabilia benefiting a cause they choose. Charles has chosen the Oakley Foundation.
*Legends in Session with Horace Grant* premieres Saturday, October 24 at 10 PM CT on CHSN, following Bulls–Wizards and the CHSN postgame show.
Co-hosted, directed, and executive produced by Wally Lockard III, J.D., Mr. Music, TV & Sports
Produced by Urban Grind TV
Watch on CHSN. Follow @legendsinsession for updates.
LegendsInSession.com
@horacegrant54 @therealoak34 @legendsinsession @urbangrindtv @chsn
#LegendsInSession #CharlesOakley #HoraceGrant #CHSN #urbangrindtv
19 Oct 2026
What an incredible experience speaking at the City Club of Chicago today to share my vision for our city’s future!
I am thrilled to officially announce my endorsement of Victor Henderson for Chicago School Board President.
Chicago cannot afford more business as usual, and Victor brings the independent backbone, fierce accountability, and fresh leadership needed to break the status quo and deliver for our students, teachers, and neighborhoods. The next chapter starts right here!
01 Oct 2026
Don’t sound so excited Charles 😂😂
The NBA legend was asked how he ended up on The Real Housewives of Atlanta, and his answer was exactly what you’d expect: “It’s cool.”
Angela, girl… how you deal with this?! 😂
#RHOA #ForTheFellas
Executive Producers: @brittianycierra @_iambmac
Host: @_iambmac
Director: @hunterevolvedcinema
Editors: @brikliam
Stylist: @desyreenicole @toddpatrick.us
Booked by: @breezemj1
27 Sep 2026
Charles Oakley just sounded OFF on the NBA. 😳
The NBA legend says that since the infamous James Dolan incident at MSG, the league has not only distanced itself from him, but has also failed to support his charity work and even tried to sabotage some of his events.
Oakley even takes it a step further and shares that he believes the NBA has its “favorites” when it comes to which players, causes and initiatives get support.
Watch the full episode of #ForTheFellas NOW on BET’s YouTube. #linkinbio
24 Sep 2026
More than a seminar. A room full of conversations, connections, and perspective. 📈
We brought together our referral partners for an exclusive economics event featuring insights from BMO, with NBA legend Charles Oakley joining us as our special guest.
Great people. Valuable conversations.
This is what building together looks like.
#OliveiraMortgages #MortgageBroker #TorontoRealEstate #MortgageProfessionals #RealEstateProfessionals
24 Sep 2026
#ItsNotOver
#JuryTrial
15 Aug 2026
Beautiful morning with our scholars getting ready for the new school year at our annual citywide Back to School Festival. Big shoutout to John Hay alum and NBA legend @therealoak34 for pulling up and showing love. Cleveland takes care of Cleveland.
08 Aug 2026
Knicks legend Charles Oakley told ScoopB.com that he didn’t go to the Knicks parade today and instead watched the parade in Harlem at @harlemtavern & explained why.
In the following statement @therealoak34 said:
“Today is about the City of New York and the fans who have stood by this team through every high and low. Enjoy this celebration you’ve earned it. Knicks fans are the most passionate and loyal in all of sports, and this moment belongs to you. Be proud, celebrate together, and show the world what New York is all about. Much love and respect to the greatest fans in the game.”
— Charles Oakley #34 🧡💙🏀
📸 - @masters143
18 Jun 2026
I never left 💙🏀 Been riding with this team through it all. New York, we’re on our way to greatness.
13 Jun 2026
Don’t miss all the drama and unforgettable moments on The Real Housewives of Atlanta — now streaming on @peacock! 🍑✨ #BravoTV #RHOA #ATL
07 Apr 2026
Congratulations @therealoak34 Charles Oakley on being recognized at The VUU Legacy Awards Gala with The Beacon of Light Award — VUU alumnus, NBA All-Star, entrepreneur, and philanthropist!!
19 Mar 2026
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