Gifted with a singing voice similar to his father's, he began performing with the Tommy Dorsey band in 1963. In December of that year, he was kidnapped and ransomed two days later (the kidnappers were soon caught and convicted for the crime). Sinatra, Jr. later became his father's music director, gaining the advantage of learning yet more about his father's style, tone, expression, delivery, and mannerisms over many nights in concert. (He was already quite familiar with his father's style, since his first album, Young Love for Sale, contained all the eloquence and style of an album by Ol' Blue Eyes; the record was even released by the Reprise label, long a home to Sinatra.) Occasionally, he also conducted the orchestra for his father's concerts, which led to the 1996 album As I Remember It, a tribute to the career of his father that included many of his father's famous songs.
Sinatra, Jr. performed on several television programs during the '70s, and also recorded for the Daybreak label, releasing Spice, His Way, It's Alright, and Billy May for President. (While most of his recordings were backed by the Nelson Riddle Orchestra, arranger/composer Billy May took the helm for the latter.) In the 1980s and '90s, Sinatra, Jr. took to Las Vegas, performing in nightclubs with the Buddy Childers big band. That Face!, his first album of new material in ten years, was recorded live in Capitol's famed studios and released by Rhino in 2006. He continued to tour around the country until his death in 2016 just before a show in Daytona Beach, Florida. ~ Kim Summers, Rovi