‘Entourage’ Actor Kevin Dillon’s Real Fortune Just Exposed In Court–Will He Lose His Millions in the Legal Battle With His Ex-Wife?
People may be more familiar with ‘Wild Things’ actor Matt Dillon, but his younger brother Kevin Dillon has also made a name for himself in the entertainment industry.
The now 53-year-old actor is best known for his co-starring role as the often broke and out-of-work actor Johnny ‘Drama’ Chase in the HBO comedy-drama series ‘Entourage’. And it seems like his real life is imitating his fictional life as Dillon claims that he’s too broke to pay child support fees and alimony to his former wife, Jane Stuart.
But, as court documents reveal, he may not have been completely honest about his real financial situation.
Earnings Revealed

Dillon starred in the hit television show for all of its eight seasons from 2004 to 2011
According to sources, Stuart has filed documents trying to prove that her ex is actually financially capable of paying for their daughter, Ava’s private school tuition after he reportedly refused to do so. What more, Stuart revealed that she would have paid for the fees herself but she didn’t have access to their community property. She also said that Dillon used to pay for Ava’s tuition directly through his accountants and that she never touched any of it.
In the court documents, it was then revealed that the actor earned a total of $13 million for his role in ‘Entourage’ with $11 million coming from the show’s television run and $2 million for appearing in its movie adaptation in 2015. However, Dillon’s earnings for the duration of his marriage to his ex wife is actually estimated to be around $16 million.
In the end, the judge handling their case decided in favor of Stuart and ordered Dillon to pay a sum of $1.7 million for all the payments he missed.
Divorce Aftermath

Dillon with his two daughters: Amy and Ava (when she was a toddler). The children have different mothers
While the judge ruled in favor of Stuart, they also decided to lower Dillon’s required spousal support payments to just $2,100 a month after the actor argued that his current income has become much lower than during his heydays on ‘Entourage’. Sources say that he’s only pulling in about $11,500 a month at the present.
The ex couple married each other back in 2006 in Las Vegas. Stuart was already reportedly pregnant with Ava at the time and gave birth to her just a month after. Dillon’s television co-stars even played important roles on their special day as actor Jerry Ferrara served as his best man while Kevin Connolly was the one who accompanied the bride down the aisle.
The two eventually split in 2008 when the actor reportedly decided to move out of their home but only divorced years later. They’ve been engaged in a nasty financial dispute centering around support payments since 2017.
More in Legal Advice
-
New York to Mail Out One-Time Inflation Rebates. Here’s the Eligibility List
New York is preparing to send out its first-ever inflation refund checks, providing financial relief to millions of residents as prices...
October 3, 2025 -
Here’s What Artists Should Know About Copyright & Its Implications
Copyright protects your art from the moment you create it. The second your drawing, painting, sculpture, or photo is fixed in...
September 27, 2025 -
Everything to Know About Vogue America’s New Editor, Chloe Malle
Chloe Malle just stepped into one of the most powerful roles in fashion media: Head of Editorial Content at Vogue America....
September 21, 2025 -
Did Barron Trump Apply to Harvard? Clearing Up the Rumors
Speculation often swirls around public figures, and in recent months Barron Trump’s college choices became part of the conversation. Questions surfaced...
September 20, 2025 -
Can You Be Naked in Texas?
The Texas public nudity law isn’t as simple as “no clothes, you are in trouble.” It all comes down to intent,...
September 13, 2025 -
Why AI Is Now a Necessity, Not a Choice, for Law Firms
Artificial intelligence is no longer a futuristic concept for the legal industry. It is steadily changing how law firms operate, not...
September 13, 2025 -
Waikiki Lifeguard Cleared in Confrontation With Notorious Criminal
On a hot day at Kuhio Beach, veteran lifeguard Christopher Kekaulike Kam stepped in when things got out of control. A...
August 13, 2025 -
Gawking at the Coldplay ‘Kiss Cam’ Affair Is Voyeurism at Its Worst!
Coldplay concerts are meant to be joyful. But during a recent show, a playful kiss cam bit turned into a public...
August 6, 2025 -
Essential Safety and Success Resources for Trans Journalists
Trans journalists go through tough spaces every day. In a field that often tests your limits, knowing where to turn for...
July 30, 2025