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August 02, 2018 02:48 PM

Charlie Sheen is struggling to pay off his debts.

The former Anger Management star, 52, filed requests to modify his child support payments to Denise Richards and Brooke Mueller, claiming he is unable to pay off existing debts.

According to court documents obtained by PEOPLE, Sheen has several outstanding bills that he has been unable to pay because of his finances, including both a pool service and a gardening service which are both noted as “past due.”

The actor claims he’s had a “significant reduction” in his earnings, and is in a “dire financial crisis” with less than $10 million to his name.

Sheen, who shares two daughters with Richards and twin sons with Mueller, claims he can’t afford to make his monthly payments because he’s “been unable to find steady work, and [has] been blacklisted from many aspects of the entertainment industry.”

Sheen married Richards in 2002 and they separated in 2006. They share daughters Sam, 14, and Lola, 13. He married Mueller in 2008 but the two split in 2011 — they have sons Max and Bob, 9. The actor also has a 33-year-old daughter, Cassandra Jade Estevez, from a previous relationship with his high school girlfriend Paula Speert.

Brooke Mueller, Charlie Sheen and Denise Richards
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And this isn’t the first time Sheen has found himself unable to make required payments. In April 2018, Sheen was reported to have nearly $5 million in unpaid taxes for the year 2015, according to court documents obtained by The Blast at the time.

RELATED: Charlie Sheen Says He Can No Longer Afford Child Support, Claims He Was ‘Blacklisted’ in Hollywood

In 2010, Sheen was the highest-paid actor in television, raking in $1.8 million per episode of Two and a Half Men. In January 2011, the CBS sitcom went on hiatus after he entered rehab.

Shortly afterward, the actor was fired from the show after a public meltdown that included insulting the show’s creator Chuck Lorre.

RELATED VIDEO: Corey Haim’s Mother Says Charlie Sheen Did Not Abuse Her Late Son But Claims Another Man Did

In February, Sheen listed his Beverly Hills estate for $9,999,999. The expansive, Mediterranean style home is located in the gated community of Mulholland Estates and features 8,932 square feet of living space, including 7 bedrooms and 7 baths.

Sheen has largely remained under the radar in recent years after going public with his HIV diagnosis in November 2015.

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