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Jennifer Aniston moved to Hollywood and was cast in her first television role in 1990, starring as a regular on the short-lived series Molloy and in the TV movie Camp Cucamonga. She also co-starred in Ferris Bueller, a television adaptation of the 1986 hit movie Ferris Bueller's Day Off. The series, however, was quickly canceled. She then appeared in two more failed television comedy shows, The Edge and Muddling Through, and guest-starred on Quantum Leap, Herman's Head, and Burke's Law. After the string of cancelled shows, along with her appearance in the critically derided 1992 horror film, Leprechaun, She considered giving up acting. Her plans changed, however, after auditioning for Friends, a sitcom that was set to debut on NBC's 1994-1995 fall line-up. The producers of the show originally wanted Aniston to audition for the role of Monica Geller, but she persuaded them that she was better suited for the role of Rachel Green. She was cast in the role and played the character from 1994 until the show ended in 2004.

The program was hugely successful and Jennifer Aniston, along with her co-stars, gained wide renown among television viewers. Her hairstyle at the time, which became known as the "Rachel", was widely copied. Aniston received a salary of one million dollars per episode for the last two seasons of Friends, as well as five Emmy nominations (two for Supporting Actress, three for Lead Actress), including a win for Outstanding Lead Actress in a Comedy Series. According to the Guinness World Book of Records (2005), Jennifer (along with her female costars) became the highest paid TV actress of all time with her $1 million-per-episode paycheck for the tenth season of Friends.

In 1994, Microsoft invited Aniston, along with comedian Matthew Perry, to shoot a 30-minute promotional advertisement for their new operating system, Windows 95. In addition to her career as a TV actress, She has enjoyed a successful film career. Her biggest box office success to date was her appearance in 2003's Bruce Almighty, in which she played the girlfriend of title character (Jim Carrey); the film grossed $243M at the United States box office and almost twice that worldwide. Aniston's 2004 film, Along Came Polly (opposite Ben Stiller), also did well at the box office after opening at the #1 spot.

She gained critical acclaim for her performances in The Object of My Affection (1998), a comedy drama about a girl who falls for a gay man, and in the low-budget 2002 film, The Good Girl, directed by Miguel Arteta, playing an unglamorous cashier in a small town. The latter film opened in relatively few theaters - under 700 in total - taking $14M in the U.S. box office. In late 2005, Aniston headlined two major studio films, Derailed and Rumor Has It, both of which performed fairly at the box office, grossing over $36 million each despite little support from critics.

In 2006, Jennifer Aniston appeared in the low-budget drama, Friends with Money, which was first shown at the Sundance Film Festival, received a limited release, and grossed over $13 million. Her next film, The Break-Up, which was released on June 2, grossed approximately $39.17 million during its opening weekend, despite lukewarm reviews.[5] It has currently grossed over $118 million at the U.S. box office and over $203 million worldwide.

In 2007, She guest starred in an episode of Courteney Cox Arquette's series Dirt. Aniston played Arquette's snobby rival Tina Harrod. In addition to acting, Aniston has also directed a hospital emergency room-set short film named Room 10, starring Robin Wright Penn and Kris Kristofferson; Aniston has noted that she was inspired to direct by actress Gwyneth Paltrow, who directed a short film in 2006.

Forbes listed Jennifer Aniston as the 10th richest woman in the entertainment industry for the year 2007. She is behind such powerhouses as Oprah Winfrey, J. K. Rowling, Madonna, Celine Dion and Jennifer Lopez and is ahead of Britney Spears, Christina Aguilera and the Olsen twins. Aniston's net worth is approximately $110 million. Aniston was also included in the annual Star Salary Top 10 of trade magazine The Hollywood Reporter for 2006. According to Forbes in October 2007, She was the top-selling celebrity face of the entertainment industry. In 2008 Aniston landed the seventeenth spot on Forbes Celebrity 100 list based on "earnings and fame." Forbes listed Aniston's earnings as $27 million.