In 1998, Garrett, who is Jewish, proposed to his then-girlfriend, Roman Catholic Jill Diven, an extra on the set of Everybody Loves Raymond, and they were married on May 18, 1999. Their first child Maxwell Bradley Garrett was born on October 14, 1998; their second child, daughter Hope Violet Garrett, was born in January 2000. Garrett and Diven separated in 2005, and Diven filed for divorce in July 2006.
Although he portrays a very deep, husky voice in Everybody Loves Raymond and most of his voice-acting work, he has a higher-pitched natural voice, as heard in the show Til' Death, during Everybody Loves Raymond outtakes and bloopers (as well as the show's pilot episode), and his various appearances as himself.
In 2007, Garrett struck a TMZ photographer's camera, which the photographer claimed hit him in the face. The Los Angeles District Attorney declined to file assault charges against Garrett for the incident.
Garrett was the grand marshal for the Auto Club 500 on February 24, 2008.
Garrett appeared on Are You Smarter Than a 5th Grader? and played for his charity, the Maximum Hope Foundation (named after his kids). He answered every single question correctly winning $25,000 and walked away with that after being asked to play for $250,000 with the bonus subject being U.S. History.
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