Playwriting
As of 2022, Taylor is currently the writer-in-residence at the Signature Theatre, where her play stop. reset. premiered at the off-Broadway Pershing Square Signature Center on September 8, 2013. Taylor also directed the production.
She wrote Escape from Paradise, a one-woman show which was produced at the Goodman Theatre Studio, Chicago, in October 1995. Her short plays Watermelon Rinds and Inside the Belly of the Beast were incorporated into a program at the Goodman Theatre Studio in 1994. She wrote and appeared in the play Millennium Mambo, a one-woman work, presented at the Goodman Theatre in February 2000. She wrote the play A Night in Tunisia, which premiered during the 2000 Alabama Shakespeare Festival.
In 2000, Taylor won a best new play award from the American Critics' Association for Oo-Bla-Dee, a play about 1940s female jazz musicians. The Goodman Theatre produced the play in 1999.
She wrote and directed Crowns, which is a co-production of the McCarter Theatre, where it premiered in October 2002 and the Second Stage Theatre, produced in December 2002. Crowns is described by Playbill as a "play-with-gospel-music", and is based on the book of the same name of photographs by Michael Cunningham and journalist Craig Marberry. Crowns has been produced in various locations, including the Meroney Theater in Salisbury, North Carolina with The Piedmont Players in May 2009; the Zach Theatre in Austin, Texas in September 2004, the Pasadena Playhouse in co-production with Ebony Repertory Theatre in July 2009; Syracuse Stage in Syracuse, New York; at the Connecticut Repertory Theatre in Storrs, Connecticut in May 2009 and at the Electric City Playhouse in Anderson, South Carolina in May 2011. Crowns was the most performed musical in the country in 2006. It won four Helen Hayes Awards (for Washington, D.C. productions), including Taylor's win for Best Direction as well as Best Regional Musical.
She wrote and directed an adaptation of Anton Chekhov's The Seagull titled Drowning Crow. Drowning Crow was produced on Broadway in February 2004 by the Manhattan Theatre Club at the Biltmore Theatre, directed by Marion McClinton.
She wrote and directed The Dreams of Sarah Breedlove, a dramatic rendering of the financial gains and emotional losses of African-American businesswoman Madam C.J. Walker, which received its world premiere production in January 2005 at the Alabama Shakespeare Festival.
Taylor's play Magnolia, set during the beginning of desegregation in Atlanta in 1963, premiered at Chicago's Goodman Theatre in March 2009 directed by Anna Shapiro. after receiving a workshop production in July 2008 at the National Playwrights' Conference at the Eugene O'Neill Theater Center in Waterford, Connecticut.
Taylor returned to the Goodman Theatre in January and February 2011 for the world premiere of her new play entitled The Trinity River Plays, a co-production with Dallas Theater Center, directed by Ethan McSweeny. The production is a trilogy composed of Jar Fly, Rain, and Ghoststory.
Taylor's 2017 play A Seat at the Table was commissioned by Carthage College's Theatre Department, the ninth play commissioned as part of their New Play Initiative. The play tells the story of the life of civil rights activist Fannie Lou Hamer. The production was invited to the 2018 region 3 Kennedy Center American College Theater Festival.