From mid-2013 to mid-2018, Bailey was the editor-in-chief of Surface magazine, where he helped launch the Design Dialogues live conversation series, of which he was a frequent moderator. He has interviewed hundreds of leading architects, artists, designers, and others, including David Adjaye, Tadao Ando, Frank Gehry, Zaha Hadid, Ian Schrager, and Kanye West. During three years of reporting for The New York Times Magazine, from 2011 to 2014, he interviewed authors, celebrities, politicians, and cultural figures such as Al Sharpton, Tony Hawk, Rodney King, and Cyndi Lauper for a “How To ...” column. He wrote and edited the book Tham ma da: The Adventurous Interiors of Paola Navone, which was published by Ponted Leaf Press in 2016.
Bailey is a trustee of the Noguchi Museum in Queens, New York. He also serves on the New York honorary committee of the L’Ecole jewelry-making school, which is supported by Van Cleef & Arpels, and the advisory board of the nonprofit Parley for the Oceans. He has been on the juries of the CFDA Fashion Awards, the James Beard Restaurant Design Awards, the Rado Star Prize, and the Swarovski Designers of the Future Award. He is a visiting faculty member at the School of Visual Arts, where he teaches a workshop in the Design Research master’s program.
Born and raised in Denver, Colorado, Bailey is a graduate of Columbia University’s Graduate School of Journalism and Dickinson College in Carlisle, Pennsylvania. He lives in New York City.