Jada Pinkett Smith’s Money Complaint Gains New Context as Will Smith Faces ‘Enormous Bills’

Rumors of financial strain are swirling around Will Smith, casting a new light on the superstar’s seemingly untouchable image. Once considered one of Hollywood’s most bankable actors, Smith is now reportedly facing “enormous bills” that have sparked speculation about his current financial standing. While Smith has not publicly addressed the rumors, fans remain curious regarding the real situation. And we’re now looking back at one of Jada Pinkett Smith’s famous money complaints regarding her husband.

Will Smith allegedly faces money troubles in 2025

Since the infamous Oscar slap in 2022, Will Smith’s once-untouchable career has faced unprecedented turbulence. The shocking moment, in which he struck comedian Chris Rock during the live broadcast, triggered a wave of backlash that led to public criticism, professional fallout, and a 10-year ban from Academy events. Major studios distanced themselves, projects were paused or shelved, and Smith’s public image took a serious hit. While he’s made efforts to rebuild his reputation through apologies and low-profile appearances, the incident continues to shadow his professional endeavors, leaving fans and industry insiders questioning whether Hollywood is ready to fully embrace his comeback.

Now, a source says that Smith and wife Jada Pinkett Smith have been downsizing their properties as the actor tries to gain footing in the acting and music industries once more. The couple’s money troubles are allegedly made worse because they no longer live together.

“They’re spending an absolute fortune maintaining the rest of their properties, and somewhere down the road, it’s all going to fall to pieces,” an insider told RadarOnline. “As rich as Will is, it’s getting harder to keep up with the enormous bills — especially with them not living together.”

The source noted that Pinkett Smith and Smith seem like they’ll make their separation “permanent” in the future. However, he remains “on the hook for all the expenses.”

“Ever since Slapgate, it’s been a stream of money pouring out and very little coming in,” they alleged.

Jada Pinkett Smith previously discussed her biggest pet peeve about Will Smith — and it had to do with money

Will Smith’s alleged current money troubles remind us of when Jada Pinkett Smith aired a grievance about how her husband treats money. Pinkett Smith has been vocal about her discomfort with Smith’s frequent habit of asking strangers — and even fans — for cash, a behavior she has repeatedly described as deeply embarrassing. She shared on Jimmy Kimmel Live! that Smith would ask fans for money, especially when she was with him, purely for comedic effect.

One oft-recounted incident involved Smith spotting a favored bottled water at a Whole Foods but declaring they had no cash, then confidently turning to a stranger for a dollar, prompting Pinkett Smith to cringe and exclaim, “Don’t have him give you money … ask him to give you some money! Don’t give him money! This is all wrong!”

Beyond the embarrassment, Pinkett Smith has broader views on cash requests. On Red Table Talk, she emphasized that she doesn’t lend money, only gives it as a gift, and promotes boundaries to avoid relational fallout. She summarized her approach with, “You don’t owe nobody nothing.”

Will Smith once recalled a time when he was ‘broke-broke’ for not paying taxes

Will Smith famously ran into money trouble in the past. He explained on the 7PM in Brooklyn podcast that he neglected to pay taxes in the ’80s. When it finally caught up with him, he had to sell most of his belongings in Philadelphia.

“The moment I decided, I think it was ’88, and we had won a Grammy, but I had neglected to pay my taxes,” Smith explained. “I was, like, the IRS gets money from everybody; they don’t need mine. But they felt differently. So, I didn’t pay taxes for two years, and winning a Grammy and all that … so they just thought they should take my stuff. So, I was a little down, and I went out to L.A.; I sold everything in Philly. I was broke-broke, sold everything in Philly.”

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