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Williams and real estate broker Drake-Lee reportedly first met in the mid-2000s while he was a schoolteacher in New York. After dating for more than five years, the couple tied the knot in September 2012. They welcomed their first child, a daughter, Sadie, in December 2013 and a son, Maceo, in October 2015. Their romantic partnership also extended to their professional lives, as the duo launched a production company called FarWord in 2012.
In a 2010 interview with USA Today, the "The Cabin in the Woods" star opened up about meeting Drake-Lee and the supportive relationship they'd built together. "I was a teacher when I met her, so she's been with me through all different facets of my career. She's stuck with me through thick and thick and thick and thin. We know each other in and out," he said.
Unfortunately, the couple split up after five years of marriage, citing irreconcilable differences. According to court documents obtained by People, Williams filed for divorce in 2017, and it was finalized in October 2020.
The former couple share joint custody of their children, but over the years since their divorce, they've entered into a series of court battles as Drake-Lee sought sole custody of their kids due to Williams's hectic filming schedule. They settled their custody dispute in March 2022, thankfully, and continue to share custody of their children (though the exes were recommended coparenting counseling to navigate postdivorce issues).