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Most recently, she was the fight director for What I call her by Ellie Moon at Crow's Theatre and participated in Tanisha Taitt's scene study class Come PLAY with Me. In September 2018, Bailey took on the role of Cariola in the Shakespeare BASH'd staged reading of The Duchess of Malfi.
In March 2018, she played Lavinia in Hart House's production of Titus Andronicus directed by James Wallis (co-artistic director of Shakespeare BASH'd). In 2017, she played Eubulus in a staged reading of Gorboduc, presented by Shakespeare BASH'd and Margaret in Much Ado about Nothing as part of the Secret Shakespeare series. In the 2016 Toronto Fringe, she played Luciana and the Courtesan in The Comedy of Errors presented by Shakespeare BASH'd. The sold-out run received a NNNN rating from NOW Magazine.
Other theatre credits include: Arthur/Prince Henry in King John, Earl of Kent in Marlowe's Edward II (Shakespeare BASH'd), Ensemble in Oklahoma! (First Act Productions), Miss Prism in The Importance of Being Earnest (Hart House Theatre), Lady Smatter in The Witlings, Philostrate/Mustardseed in A Midsummer Night's Dream (Theatre Erindale), Second Woman in The Tin Can People (Edinburgh Fringe, Montreal Fringe).
Media credits include: Marcy (Lead) in I Love You More Than Vodka a Ryerson Media Arts film and Zoe (Lead) in Through Rose-Colored Glasses (Canted Pictures). Through Rose-Colored Glasses was recently accepted into the National Screen Institute of Canada. Bailey also played Julia in Killing Time with Canted Pictures which was an official 2015 selection for the Cannes Short Film Corner, Miami Independent Film Festival, the Chicago Int'l Arthouse Film Festival and more.
"Of special note [...] Samantha Hodhod and Bailey Green for their mastery of comedy and dramatic moments." - Charlebois Post, The Tin Can People
