Chiles has written or co-written 22 books, four of which were New York Times bestsellers: Disruptive Thinking: A Daring Strategy to Change How We Live, Lead, and Love (2023, co-authored with Bishop T.D.

Jakes),[10] The Blueprint: A Plan for Living Above Life’s Storms (2010, co-authored with Kirk Franklin),[11] The Rejected Stone: Al Sharpton and the Path to American Leadership (2013, written with Rev.

He co-wrote four books that were published in 2021: a parenting memoir with Academy Award-winning actor (and Grammy-winning singer) Jamie Foxx, called Act Like You Got Some Sense: And Other Things My Daughters Taught Me;[15] a spiritually empowering self-help guide with pastor to the stars Rev.

[21] He co-wrote the 2019 book Engage Connect Protect: Empowering Diverse Youth as Environmental Leaders [22] with Angelou Ezeilo (née Chiles), his younger sister.

Chiles and his then wife, American author Denene Millner,[23] co-wrote the bestselling three book non-fiction relationship series, What Brothers Think, What Sistahs Know, published by HarperCollins.

[27] A short story by Chiles was included in the Ballantine anthology, Brotherman: The Odyssey of Black Men in America, which won a 1996 American Book Award.