Leelee Sobieski

Sobieski was spotted by a talent scout who noticed her while he was scouting the cafeteria of a New York City private school as part of a recreational visit. After that encounter, she became a candidate for the role of Claudia in Interview with the Vampire (1994), which she eventually lost out to Kirsten Dunst. She portrayed the character of Anna Yates in the 1994 TV movie Reunion, which starred Marlo Thomas. Next, she played a lead role in A Horse for Danny, a made-for-television film which was released in 1995. Later, she had her first role in a studio film, as Martin Short's character daughter in the Tim Allen comedy Jungle 2 Jungle. In 1996, Sobieski played a modern Lolita in Stanley Kubrick's Eyes Wide Shut. The film opened to generally positive reviews, but it generated several censorship controversies due to the explicit nature of its sex scenes. Recalling acting alongside Tom Cruise, she said he was "very kind and considerate with me," and says her most vivid recollection of Stanley Kubrick was that he "genuinely seemed to hold something magic".

She rose to fame in her mid-teens with her appearance in the movie Deep Impact (1998). The film was a major financial success, grossing over $349 million worldwide on a $75 million production budget. Deep Impact brought her to the attention of many casting Directors. That same year Sobieski appeared in the Merchant Ivory film A Soldier's Daughter Never Cries. Sobieski's performance received praise from the critics; Emanuel Levy of Variety wrote that "the graceful Sobieski registers strongly as a potential star, combining physical charm with technical skill." The film also garnered her a Young Artist Award nomination, as well as a nomination by the Chicago Film Critics Association.

In 1999, she was cast as a supporting role in the teen comedy feature Never Been Kissed, which was starring Drew Barrymore. The title role in the TV movie Joan of Arc (1999) earned her an Emmy nomination and a Golden Globe nomination, and she became the youngest Actress ever to portray Joan of Arc in a movie. She received a second nomination for a Golden Globe for her portrayal of Tosia Altman in the 2001 TV film Uprising. In 2000, Sobieski played the female lead in the film Here on Earth, for which she received a Teen Choice Award nomination.

Sobieski, in a 2001 interview with IGN, expressed her thoughts about whether the movies she was making were escapist fare, or that they had a deeper message for society,

Sobieski landed a starring role in the independent film L'Idole (2002), which opened at the Toronto International Film Festival. She then starred alongside John Cusack in the drama feature Max. She portrayed the character of Cecile in the miniseries Les Liaisons dangereuses (2003) with Catherine Deneuve and Rupert Everett, an adaptation of Laclos's classic novel of sexual intrigue made use of her fluency in French. She portrayed the role of Deianira in Hercules, a television miniseries which was premiered on May 15, 2005.

In May 2006, the experimental-indie film Lying, in which Sobieski starred alongside Chloë Sevigny and Jena Malone, was released. The film premiered at the 2006 Cannes Film Festival and had a limited release in the United States in 2008. She starred in the American drama Heavens Fall as one of the young women that accuse nine black youths of rape in the segregated South. That same year, she appeared in the horror films In a Dark Place and The Wicker Man, a movie starring Nicolas Cage, which was a remake of the 1973 film of the same title. It was not well received by critics with The New York Times stating that the movie "is neither haunting nor amusing; just boring."

In January 2008, she appeared in In the Name of the King: A Dungeon Siege Tale, a fantasy film inspired by the Dungeon Siege video game series. For her performances in both 88 Minutes and A Dungeon Siege Tale, she received a Razzie Award nomination for Worst Supporting Actress. Sobieski then starred in the direct-to-video film Night Train, with her Joy Ride co-star Steve Zahn. In the film, she played the role of Chloe, a potentially lethal med student. Night Train is about three strangers that meet aboard a Polar Express-like train on one fateful night.

Their daughter, Louisanna Ray, was born in December 2009 and son Martin, was born in August 2014.

Sobieski guest-starred in an episode of The Good Wife which aired in January 2011; her role was the girlfriend of one of Lockhart-Gardner-Bond’s most influential clients. In the show, Sobieski's character is accused of using prescription stimulants. Sobieski starred in CBS' drama NYC 22 as a rookie New York City police officer. Sobieski landed the role of Abby Gibbons in the movie Branded which was released in 2012.

In 2012, Sobieski confirmed "I don't do movie stuff anymore". Commenting on the reasons for her early retirement to Us Weekly, Sobieski said, "I am just focused on my kids. I think that's mainly why I stopped...Also, ninety percent of acting roles involve so much sexual stuff with other people, and I don't want to do that."

She also joined the cast of a comedy-drama entitled The Last Film Festival, co-starring Dennis Hopper, Jacqueline Bisset, and Chris Kattan. Filming took place in Queens in 2009. The film was released theatrically in Los Angeles on 30 September 2016.

She began her art career using her married name Leelee Kimmel, and she paints and sculpts abstract work. She also works in VR as well, using Google Tilt Brush. Her paintings are bright colors, abstracted and textured shapes floating on either a large black or white background. Her 2018 solo gallery debut, “Channels” is at the Journal Gallery in Williamsburg, Brooklyn.