Sinatra and Me: In the Wee Small Hours (A Gift for Frank Sinatra Fans)

This intimate, revealing portrait of Frank Sinatra—from the man closest to the famous singer during the last decade of his life—features never-before-seen photos and new revelations about celebrities like Jackie Kennedy, Marilyn Monroe, Sam Giancana, Madonna, and Bono. “If you are a Frank fan, buy this book” (Jimmy Kimmel).

More than a hundred books have been written about the legendary crooner. Every detail of his life fascinates—from his music and acting career to his personal relationships, business dealings, swanky style, and rumored mob ties. Until now, much of his inner world remained elusive.

Written by Tony Oppedisano, Sinatra’s longtime confidant and road manager, Sinatra and Me offers an extraordinary, first-person look at the singing idol, with “new information on almost every page” (The Wall Street Journal). Over more than two thousand late-night conversations, Sinatra shared stories about family, fame, friendships, musical triumphs, failures, affairs, and the burden of celebrity.

From Sinatra’s complex relationship with his father and record companies to his Vegas nightlife, romances with iconic women, legendary performances, and dedication to his craft, this memoir sheds light on the man behind the myth.

In the final chapters, Oppedisano recounts tending to Sinatra’s family, mediating difficult conflicts, and even being by his side during his final moments at his residence—revealing a rare closeness few people witnessed.

“Frank Sinatra fans, pull up a chair and let longtime confidant and road manager Tony Oppedisano regale you with tales from the entertainer’s inner circle” (Parade magazine)—Sinatra and Me pulls back the curtain on a man that history has often misunderstood.

Tony Oppedisano—a.k.a. “Tony O”—is a former professional musician and singer who went on to become an award-winning producer, served as a member of Frank Sinatra’s management team, and also managed comedian Don Rickles. Tony was only twenty-one when he first met and befriended Frank Sinatra. Tony later became the singer’s best friend and road manager, a contributor to two of Sinatra’s platinum albums, and a producer of the documentary To Be Frank: Sinatra at 100. Tony grew up in Brooklyn, New York, and currently lives in Los Angeles.  

Mary Jane Ross has collaborated on numerous bestselling memoirs, including books by Albert DeMeo, Ray Charles Robinson Jr., Nancy Mace, and Piper Laurie.