Ashley Harkleroad’s husband files for divorce from tennis star turned Playboy model

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Longtime tennis couple Ashley Harkleroad and Chuck Adams are divorcing after 16 years of marriage, according to TMZ.

Adams, 54, filed for a legal separation from Harkleroad, 40, on April 14, citing “irreconcilable differences” as the reason for their split, per court documents.

Adams is seeking joint custody of their two kids — son, Charlie, 17, a 6-foot guard in the class of 2028, and daughter, Cissy, 15, a Fila-sponsored tennis player — with physical custody going to Harkleroad and Adams getting visitation.

Ashley Harkleroad playing tennis in Malibu in June 2025. Instagram/Ashley Harkleroad

He requested to terminate the court’s ability to award spousal support to Harkleroad.

Adams also requested to amend his divorce petition after he gets his current assets and debts sorted out.

They tied the knot in September 2009, a year after she posed for the cover of Playboy in August 2008.

Ashley Harkleroad in Tulum, Mexico in December 2025. Instagram/Ashley Harkleroad

Harkleroad, a former top-40 WTA player, retired from the sport in 2012.

She was a commentator and analyst for the Tennis Channel for nine years following her retirement.

Adams, once a top-30 player on ATP Tour, retired from the sport in 1997. He won an ATP singles title in Seoul in 1993. 

Ashley Harkleroad of the USA returns a shot to Marion Bartoli of France during Day 2 of the Bank of the West Classic at Stanford University on July 27, 2010 in Stanford, California. Getty Images

He also coached Harkleroad at one point in her career.

She was previously married to tennis pro, Alex Bogomolov Jr.

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