New York native Jamie-Lynn Sigler started acting at the tender age of seven, appearing in regional theater productions and eventually working her way up through the professional ranks. In 1999, she added on-camera acting to her repertoire when she was cast as Meadow Soprano, daughter of mob boss Tony Soprano on the smash-hit HBO Mafia series The Sopranos, but she didn't take stage acting off her list of priorities. By 2001, the 20-year-old actress had nabbed the lead role in a touring production of Rodgers & Hammerstein's Cinderella, opposite Eartha Kitt, and by 2002, she was starring as Belle in the Broadway production of Beauty and the Beast.
The Sopranos became a cultural phenomenon and Sigler became a household name. She took the opportunity to try out other projects, like the 2004 TV movie Call Me: The Rise and Fall of Heidi Fleiss, in which she played the title role. She also got married to her agent, A.J. DiScala, in 2003 and changed her name to Jamie-Lynn DiScala, saying that she was a traditional girl and had always planned to take her husband's name. Unfortunately, their marriage came to an end in 2006, and the young actress went back to her maiden name.
As The Sopranos approached its sixth and final season in 2007, Sigler had a number or projects waiting in the wings. She'd already signed on to appear in two comedies slated for release later that year: New York City Serenade, with Freddie Prinze Jr., and Homie Spumoni, with Whoopi Goldberg.