In 2005, she auditioned for the role of Colby Chandler in All My Children and was offered the role of the teenager Sydney Harris. Her character's story spanned 38 episodes and ended in June 2007. After leaving All My Children, Gildersleeve joined the cast of One Life To Live as the character Leah Valeria. While in high school, Gildersleeve appeared in a series of commercials, films and television shows including that of guest stars Lauren Claiborne on NBC's Law and Order, and Archeria in 30 Rock. In 2009, she won the pageantry title of Miss New York Teen USA and went on to compete in the Miss Teen USA pageant. After graduating from Mattituck High School, Taylor attended Columbia University and graduated with a degree in film studies, concentrating in production.
2012 -2015: film and television
Gildersleeve's film and television career continued during and after college. In 2010, she had leading roles as Clare Shanley in the Alloy TV/Teen Networks series Haute & Bothered and recurred as Tiffany in The CW's Gossip Girl. Co-starring roles included the role of Kelly in the CBS series Blue Bloods, Gabi in CBS Person of Interest and Sasha in the CBS drama from the executive producer Robert De Niro, NYC22. She also appeared in several episodes of Late Night with Jimmy Fallon as Fallon’s "assistant", was a judge on the panel of Reel Teens 2010, and as Blake, the lead of Lorne Michaels' Cool Kid’s Table, where she hosted and spoofed celebrities. Other work included the film Ass Backwards which was premiered at Sundance in 2013, nine episodes recurring in MTV's sketch comedy series Hey Girl, Anna McGraw in the CBS series Unforgettable, Beth in the film Affluenza, Kippy Cook in The CW's Cheerleader Death Squad, and Laura Gorman in MTV’s One Bad Choice. In 2014, Taylor starred opposite the Emmy Award actor Peter Strauss in Lifetime's film Sugar Daddies. She had the supporting role of Kristin in the film ADDicted. In 2016, she guest starred as Laura Mahoney in David Schwimmer's AMC series, Feed the Beast and Jane in the Hulu series Deadbeat''.
2015 – present: Black Tandem and mainstream projects
In 2015, Gildersleeve married the artist Bradley Livingstone Black. Their production company, Black Tandem, operates from Los Angeles. Their film Helen of Troy was filmed on location in Paris, France, and in Upstate New York. It enjoyed a successful festival run highlighted by its international premiere at the Academy Award eligible Bermuda International Film Festival in 2018, and ended in the United States at the TCL Chinese Theater in Hollywood as part of the HollyShorts Film Festival in 2019. They pair are currently working on a screenplay adaptation of a book they optioned titled Caveat Emptor. The project was formerly optioned by Ron Howard with Ryan Gosling attached as the lead. Beginning in 2017, Taylor Black became the face of the Swiss jewelry line, Nana Fink. She continues to work in leading film and television roles including guest stars Lauren Barret in CBS's Criminal Minds: Beyond Borders, Gina in NBC's Midnight Texas and Misty Canyons in the Fox series Lucifer. Black also appeared in Woody Allen's film A Rainy Day in New York as well as the film, The Big Take. In 2019, she had recurring roles of Ashley Cunningham in The CW's Dynasty and Emma Mitchell on Sony/Spectrum's LA's Finest opposite Gabrielle Union and Jessica Alba.Black was cast as Susie Steiner, a supporting lead opposite Samuel L. Jackson, Nicholas Hoult and Anthony Mackie in Apple TV+'s The Banker.
