In 2010, Flannery played Harper's mom on the Disney Channel's Wizards of Waverly Place as Elaine Finkle.

She also played Neely O'Hara in the 1996 off-Broadway hit Valley of the Dolls, an adaptation of the 1967 film[6] at the Circle in the Square Theatre in New York City and Los Angeles.

Also in Los Angeles, she played the teen prostitute and Blair's sister in The Phacts of Life at the Renberg Theatre and in the Lily Tomlin/Jane Wagner production of Three Feet Under at The Evidence Room.

[7] Flannery also appeared on The Jay Leno Show portraying Wendy in a skit at the time of the burger chain's 40th anniversary.

Flannery also appeared on Don't Forget the Lyrics and hosted Standup in Stilettos for two seasons on the TV Guide network.

She is the former musical director of the Los Angeles Drama Club, teaching Shakespeare to children and young adults.

[12] In 2022, it was announced that Flannery would star in the comedy film Plan B, alongside Jon Heder, Tom Berenger, and Shannon Elizabeth.