In 1987, a nine-month-old Ashley and her twin sister Mary-Kate made their acting debut on the popular American TV series ‘Full House.’ She played the role of ‘Michelle Elizabeth Tanner’ in the series.
In 1992, she played the role of ‘Michelle Elizabeth Tanner’ in the ‘Hangin' with Michelle’ episode of the ABC American sitcom ‘Hangin' with Mr. Cooper.’
In December 1992, she and her twin sister starred in the Christmas TV film ‘To Grandmother's House We Go.’ The film was very successful and was broadcast on the ABC network.
In 1993, she played the role of ‘Lynn Farmer/Young Aunt Agatha’ in a children’s TV movie titled ‘Double, Double, Toil and Trouble.’ The film was directed by Stuart Margolin.
In November 1994, she appeared in the TV movie ‘How the West Was Fun.’ In the film, she played the role of ‘Jessica Martin.’
In 1994, she starred in the video series ‘The Adventures of Mary-Kate & Ashley’ along with her twin sister. This series had a total of 11 episodes.
In 1995, she was seen as ‘Alyssa Callaway’ in the film ‘It Takes Two’ which was directed by Andy Tennant. The film also starred her twin sister Mary-Kate.
From 1995, she appeared as herself in the DVD series ‘You're Invited to Mary-Kate & Ashley's Party.’ The series also featured her twin sister and had a total of ten episodes.
In 1997, Ashley and her twin sister starred in the ‘Slime Party’ episode of the American television sitcom ‘Sister, Sister.’ It was a teenage family sitcom and was broadcast on the ABC network.
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In 1998, she appeared as ‘Emily Tyler’ in the DVD comedy film ‘Billboard Dad.’ The film, which was set in Los Angeles, California, was directed by Alan Metter.
Ashley and her twin sister appeared in 22 episodes of the American sitcom ‘Two of a Kind.’ The series was broadcast on the ABC network.
In 1999, she starred in the DVD film ‘Passport to Paris’ which was directed by Alan Metter. That year, she also starred in the TV movie ‘Switching Goals’ in which she played the role of ‘Emma Stanton.’
In 2000, she appeared in the ‘Gossip’ episode of the American family drama ‘7th Heaven.’ The same year, she also appeared in a DVD movie titled ‘Our Lips Are Sealed.’
In 2001, she starred in the film ‘Winning London’ which was directed by Craig Shapiro. The same year, she was also seen in the American movie ‘Holiday in the Sun.’
From June 2, 2001 to 4 May 2002, she appeared in the American teen-family sitcom ‘So Little Time.’ The series was broadcast on the Fox Family network.
In October 2001, she played a voice role in an animated TV series titled ‘Mary-Kate and Ashley in Action!’ A series of books has also been created based on this series.
In 2002, she portrayed the role of ‘Taylor Hunter’ in the DVD movie ‘Getting There’ which was directed by Steve Purcell. That year, she also starred in another Steve Purcell film, ‘When in Rome.’
In 2003, she starred in the DVD film ‘The Challenge’ which was directed by Craig Shapiro. The same year, she portrayed the character of ‘Future Angel’ in the film ‘Charlie's Angels: Full Throttle.’
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In 2004, she played a voice role in the ‘Diatribe of a Mad Housewife’ episode of ‘The Simpsons.’ She also starred in the American teen comedy film ‘New York Minute.’
Later in the year 2004, she became the co-president of the company ‘Dualstar’ along with Mary-Kate. ‘Dualstar,’ which has been in operation since 1993, produces movies, TV shows, magazines, and video games.
Along with her twin sister, she designed a clothing line for girls aged between 4 and 14. They also came up with a beauty line called ‘Mary-Kate and Ashley: Real fashion for real girls.’
In 2008, along with Mary-Kate, she co-authored a book titled ‘Influence.’ The content of the book included interviews of many fashion designers who have inspired them.
Along with her sister, she owns and manages a series of fashion labels, such as ‘The Row,’ 'Elizabeth and James,' 'Olsenboye,' and 'StyleMint.' She is the creative director of the Italian shoe brand ‘Superga.’
In 2011, the twin duo designed an ‘Olsenboye Change Purse’ and donated the proceeds. The same year, they collaborated with ‘TOMS Shoes’ in order to design shoes for underprivileged children across 20 countries.