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She also served as an executive producer as she wanted to get more involved in the production.
With George Clooney in his directorial venture, the period comedy Leatherheads (2008), about the early years of professional American football, Zellweger portrayed a Chicago Tribune newspaper reporter. criticized her role, remarking that she, "as the kind of lippy heroine epitomized by Rosalind Russell, is miscast in a role that demands snark, not sleepy-eyed sweetness".
Zellweger accomplishes the small miracle of making Bridget both entirely endearing and utterly real."Zellweger took on the role of a former actress serving as a foster mother, alongside Michelle Pfeiffer, in the drama White Oleander, for which she received a Satellite Award nomination for Best Supporting Actress – Drama.
She also portrayed Roxie Hart in the 2002 musical film Chicago, directed by Rob Marshall and co-starring Catherine Zeta-Jones, Richard Gere, Queen Latifah, and John C. The movie garnered wide critical acclaim and won the Best Picture award at the 75th Academy Awards.
Zellweger became widely known to audiences with Jerry Maguire (1996), in which she played a single mother and the romantic interest of a glossy sports agent (Tom Cruise).
The film received unanimous critical acclaim and grossed over US3 million worldwide.
Zellweger portrayed acclaimed author Beatrix Potter in the biographical comedy Miss Potter, with Emily Watson and Ewan Mc Gregor.
For Nurse Betty (2000), she won her first Golden Globe, and for her portrayals of Bridget Jones in Bridget Jones's Diary (2001) and Roxie Hart in Chicago (2002), she garnered two consecutive Academy Award nominations for Best Actress.