Flannery was born in Philadelphia, Pennsylvania. She attended Saints Colman- John Neumann School and Archbishop John Carroll High School in Radnor, Pennsylvania. She studied for two years at Shenandoah University and graduated from the University of the Arts in Philadelphia.\n', '

Flannery has been dating NBC stills photographer Chris Haston since 2006. They met on the set of The Office. She is one of seven children in an Irish-American family. She is three minutes younger than her twin sister who is a social worker.\n', '

A former member of The Second City\'s National Touring Company, Flannery is an original member of Chicago\'s Annoyance Theater, where she appeared in over 15 shows including The Miss Vagina Pageant and The Real Live Brady Bunch.\n', '

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