There are few figures in sports who loom as large as Shaquille O’Neal—on the court, in business, and in the public imagination. But behind the four NBA championships, the platinum rap albums, and the endless commercials, there is a story of growth, humility, regret, and a relentless drive to be more than just a superstar. Sitting down with Ryan Clark, Channing Crowder, and Fred Taylor on the Pivot Podcast, Shaq peeled back the layers, revealing the man behind the myth.
The Tears of a Giant
Shaq’s laughter is legendary, but so is his stoicism. “I don’t have emotions,” he insisted, half-joking, half-serious. Raised by a military drill sergeant and a strong-willed mother, Shaq learned early to hide his feelings. “I was raised where I’m not allowed to have emotions. Only cried three times—my grandmother’s death, my father’s death, and my sister’s death. And not because I was sad, but because I forgot to say thank you.”

When his grandmother, the only adult who never disciplined him, passed, Shaq fulfilled her wish by buying her the house across the street from where he grew up. He bought her a car, made good on his promises, but still, the regret lingered: “I never got to tell her thank you.” That pain, he explained, is what brings tears to his eyes—not sadness, but the ache of unfinished love.
The loss of his sister to cancer and the sudden passing of his brother-in-arms, Kobe Bryant, cut even deeper. “I could have texted him, ‘Hey man, I see you coaching the girls.’ Just something. But I didn’t. Once someone is gone, they are gone forever. No redos.” The lesson, he urges, is simple but profound: “Reach out—enemies, friends, exes. Because when you’re gone, you’re gone forever.”
Life After the Buzzer
As the conversation turned to life after basketball, Shaq’s business empire and his role as a father and mentor, his mindset became clear. “I’m not fulfilled at all,” he admitted. “When you’re raised a certain way, you never get too happy. The day I get too happy, it’ll all be gone.” His motivation isn’t just money or fame—it’s legacy. “I want my kids’ kids’ kids to have nothing to worry about. That’s the number I’m chasing.”
But Shaq is quick to point out the emptiness that can come with chasing things for their own sake. He built a 76,000-square-foot house, but found it empty. “I built it for us, but it was just me.” Now, his dreams—like owning a yacht and living somewhere blue—are less about materialism and more about keeping himself motivated, setting new goals, and never settling.
On Giving Back and Staying Grounded
Despite his fame, Shaq insists he’s just a regular guy. “I’ve been a nobody longer than I’ve been a somebody. So now that I’m a somebody, I don’t want to be treated like one.” He’s known for his generosity—leaving huge tips, donating thousands of pairs of shoes, and always looking to lift others up. “I like to treat people with honor and respect because we need each other.”
His business philosophy is just as humble. As the president of Reebok Basketball, he’s focused on listening to young people, adapting to trends, and bringing the brand back to prominence. “It’s okay to be next to the man. Just put me on the same wall as Mike. If I can get a percentage of what you’re doing, I’m fine.” He credits his success to listening—to his parents, to business partners, to his own children.
Brotherhood and Banter
Shaq’s relationship with Charles Barkley, his on-air foil and off-air friend, is one of mutual respect and unfiltered honesty. “Chuck makes me wish I had a big brother,” Shaq confessed. Their mothers, best friends for decades, once called them both after an on-court scuffle and demanded they cut it out. “I’d never disrespect my mama, and he wouldn’t disrespect his.”
Their arguments—about basketball, about life—are real but never cross the line. “Do I like him? Love the [expletive]. He’s a great guy. Makes me say, if I had a big brother, I wish I had one like that. He speaks his mind and doesn’t care.” For Shaq, the ability to argue without disrespect, to compete without animosity, is a lost art he wishes more people would practice.
The State of the NBA and the Next Generation
Shaq’s perspective on today’s NBA is nuanced. He admires the skill and versatility of players like Shai Gilgeous-Alexander (SGA), Stephen Curry, Giannis Antetokounmpo, and Nikola Jokic, but he’s also critical of the lack of true big men and the copycat nature of the league. “I would average 50 today,” he joked, explaining that his physical dominance and relentless competitiveness would set him apart.
He’s also quick to dismiss the small-market vs. big-market debate, pointing out that social media and massive contracts have leveled the playing field. “I’d rather have $75 million in Oklahoma than $75 million in LA, where you only bring home $30 million after taxes.”
Regret, Reflection, and What Really Matters
In the end, Shaq’s story is one of constant evolution. He’s learned from mistakes, grown from pain, and found purpose in lifting others. “How do I want to be remembered? Shaq was a nice guy. That’s it.” For all the trophies, the records, the business ventures, and the headlines, what matters most is how he treated people—whether it was his mother, his teammates, or the person taking out the garbage.
“Be nice,” he says, echoing Muhammad Ali. “Treat everyone the same. That’s what makes you great.” For Shaquille O’Neal, the heart behind the giant is what truly defines his legacy—a reminder that even the biggest among us are made by the smallest acts of kindness and love.