- Grew up with and is very close friends to Tobey Maguire, Seth Green, Danny Masterson, and Leonardo DiCaprio.
- Inspired to get into acting at age 6, when she saw Melissa Gilbert getting a star on the Hollywood Walk of Fame.
- (March 30, 2014) Married her girlfriend of 2 years Linda Perry following an 11-month-long engagement.
- Majored in art with an emphasis on photography while at Yale. She graduated with honors in 1997.
- Told Drew Barrymore on Barrymore's talk show in March 2021 that she was her first girl kiss.
- Was in a relationship with Ali Adler from 2001 to 2011. They have 2 children together.
- Has three children: one son, Levi Hank Gilbert-Adler (b. October 2004), and one daughter, Sawyer Jane Gilbert-Adler (b. August 2, 2007), with ex-girlfriend Ali Adler (they dated from 2001 to 2011); and one son, Rhodes Emilio Gilbert-Perry (b. February 28, 2015), with ex-wife Linda Perry. Son Levi was born to Adler; daughter Sawyer and son Rhodes were born to her.
- (December 27, 2019) Filed for legal separation from her wife of 5 years Linda Perry. Gilbert listed their date of separation as August 13, 2019, and cited irreconcilable differences as the reason for their split.
- She had a part in Outside Providence (1999). The part was later cut.
- Ranked #38 in VH1's list of the "100 Greatest Kid Stars"
- Granddaughter of comedy writer Harry Crane.
- Began acting in commercials.
- Ex-sister-in-law of Bruce Boxleitner and of Bo Brinkman.
- Sister-in-law of Timothy Busfield.
- Daughter of Barbara Cowan and Harold Abeles.
- Starred in the popular play "The Hot L Baltimore" at the Williamstown (MA) Theatre Festival in July 2000. (2000)
- Grandparents: Julia and Harry Crane
- Stepdaughter of Warren Cowan.
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