While a student at
Drake University, Flanery appeared in several local productions at Wichita Summer Theater, including
Blithe Spirit,
A Funny Thing Happened on the Way to the Forum, To Gillian on her 37th Birthday,
Fatal Attraction, and
Nunsense. She also appeared in several commercials while in college. Upon graduating from
Drake, Flanery moved to LA and booked her first television role playing a high school student in
Sweet Dreams. She was part of the main cast until 1996, when she was replaced by Shirlee Elliot. Between 1996 and 1998, she portrayed Jill on the sitcom
Sabrina the Teenage Witch. Flanery has appeared in several guest starring television roles, including
Teen Angel,
Unhappily Ever After,
Love Boat: The Next Wave,
Will & Grace,
Desperate Housewives,
Boy Meets World,
Out of Practice,
Without a Trace,
Hart of Dixie, Babylon 5, All My Children, Guiding Light,
Pearl and
Two and a Half Men. She went on to have many more theater roles throughout the 2000s, including
A Streetcar Named Desire at the
Yale Repertory Theatre,
Loves and Hours at the
Old Globe Theatre,
Cats Talk Back at the
New York International Fringe Festival,
Twelfth Night at the
Shakespeare Festival LA,
Spring Awakening at the Clemente Soto Velez Cultural Center,
The Rainmaker at The Noise Within,
The Taming of the Shrew at The Odyssey,
The Psychic at The Falcon Theater,
The Road to Appomattox at
Colony Theater,
New York Water at the Pico Playhouse. In 2009, Flanery starred in a film directed by her old
Drake classmate, Sean Gannon. The film,
Something Blue, was screened at the
Starz Denver Film Festival, and filmed in Flanery's native Iowa. Flanery wrote the screenplay for the 2020 film,
Gossamer Folds, which tells the story of a transgender woman befriending her young neighbour in the 1980s. The film was shown at several festivals, and was nominated for the
2022 GLAAD Media Award for
Outstanding Film: Limited Release. From 2019-2023, Flanery taught acting at
The Studio School in
Los Angeles. She has also taught acting classes at
Drake University since 2015. == Personal life ==