career in relatively obscure independent films co-starring more established actors. In 1996, for instance, she appeared in One Fine Day, with George Clooney and Michelle Pfeiffer, and She's the One, with Jennifer Aniston and Cameron Diaz. Peet appeared in the critically acclaimed film Playing by Heart (1998), as part of an ensemble cast that included Sean Connery, Gillian Anderson, and Ryan Phillippe. She had her first major role as Jacqueline Barrett in the WB network series Jack & Jill, which aired for two seasons, between 1999 and 2001, to moderate success. She appeared in the eighth-season finale of Seinfeld ("The Summer of George") as a waitress whom Jerry Seinfeld meets. In 1999, Peet also starred in the fantasy romantic comedy Simply Irresistible, opposite Sarah Michelle Gellar. That film was panned by critics and flopped at the box office. Peet appeared alongside Bette Midler and Nathan Lane in Andrew Bergman's Isn't She Great (2000), a highly fictionalized account of the life and career of author Jacqueline Susann. However, her first role in a widely released feature film came later that year, with the part of Jill St. Claire in the mafia comedy film The Whole Nine Yards. The film, which also starred Bruce Willis and Matthew Perry, received mixed reviews. Roger Ebert gave it one of the more positive reviews, noting in particular that Peet's performance, which he called "perfect", highlighted the story. The Whole Nine Yards was a commercial success, grossing US$106.3 million worldwide. For her performance, she received a Blockbuster Entertainment Award nomination for Favorite Supporting Actress: Comedy, and a Teen Choice Award nomination for Choice Film Liar. In 2000, she played a love interest in the independent comedy Whipped, won the Young Hollywood Award for "Best New Style Maker", and was voted one of the 50 Most Beautiful People in the World by People magazine. Peet took on the role of a psychologist and the romantic interest of Jason Biggs in the comedy Saving Silverman (2001), and portrayed a heroin-addicted trophy mistress in the dramedy Igby Goes Down, which garnered acclaim among critics. She also played the wife of a successful, young Wall Street lawyer thriller film Changing Lanes (2002), with Ben Affleck. Also in 2002, she played the sister of Ashley Judd in the suspense thriller High Crimes, in which Judd and co-star Morgan Freeman take on the military's court-martial of Judd's husband for murder. In 2003,