In 1969 he had a substantial hit with ”My Way,” an adaptation of a French ballad, ”Mon Habitude,” by Claude Francois, Jacques Revaux and Giles Thibaut, with English lyrics by Paul Anka. Along with ”New York, New York,” which he recorded for a three-disk set, ”Trilogy: Past, Present, Future” (1980), it became one of the signature songs of his later years.
The moment when Sinatra and his style of music seemed the least fashionable was in the late 1960’s, when the youthful rock counterculture dominated popular music. Sinatra was no fan of rock-and-roll, having once dismissed it as music ‘’sung, played and written for the most part by cretinous goons.”
He did make tentative efforts to adapt to changing styles, trying his hand at songs by Jim Croce, Jimmy Webb, Neil Diamond, Neil Sedaka, John Denver, Paul Simon, Joni Mitchell, Stevie Wonder, Peter Allen, Billy Joel and the Beatles, among others. But even singing soft rock, he never sounded entirely comfortable.
His surprise marriage in 1966 to the actress Mia Farrow, then 21 (30 years his junior), seemed in part to be a search for a youthful connection. They were divorced in 1968.
As a film actor, Sinatra continued to work steadily through the 1960’s. Besides his Rat Pack jaunts, his films included ”Come Blow Your Horn” (1963), ”Von Ryan’s Express” (1965), ”Tony Rome” (1967), ”The Detective” (1968) and ”Dirty Dingus Magee” (1970).
Retirement? Could It Be? Doing That His Way
In June 1971, Sinatra announced his retirement during a gala concert at the Dorothy Chandler Pavilion in Los Angeles, but it lasted only two years. He returned with the album ”Ol’ Blue Eyes Is Back,” the title of which gave him his last show business nickname.
In 1976 he married for the fourth time, to Barbara Blakely Marx, who had been married to Zeppo Marx. She survives him, along with his daughters, his son and two grandchildren.
His recordings and films became less frequent. In 1980, after a six-year hiatus, he released ”Trilogy: Past, Present, Future,” a concept album in which a Gordon Jenkins oratorio imagined the singer as an intergalactic traveler. It was followed by the moody ”She Shot Me Down” (1981) and the jazzy ”L.A. Is My Lady” (1984).
Sinatra returned to film in 1977 with a television movie, ”Contract on Cherry Street,” which was poorly received, as was his last major Hollywood role, as an aging detective in ”The First Deadly Sin” (1980). In 1984, he briefly appeared as himself in ”Cannonball Run 2.” For his 75th birthday in 1990, Capitol and Reprise each released extensive, elaborately packaged Sinatra retrospectives. Columbia had released a six-disk anthology four years earlier.
Sinatra worked vigorously for the 1980 Presidential campaign of his close friend Ronald Reagan, and produced and directed a three-hour inaugural gala that was shown in an edited form on television in 1981. In 1985 he was given the Presidential Medal of Freedom, the nation’s highest civilian award.
Even after he stopped making records and movies, Sinatra continued to give concerts. In the early 1980’s, he was paid $2 million for four concerts in Argentina and $2 million for nine concerts in Sun City, South Africa. Sun City appearances by Sinatra, who had always supported civil rights causes, drew sharp criticism from anti-apartheid groups.
In 1982, he signed a $16 million three-year contract with the Golden Nugget Hotel in Atlantic City. In 1988 and 1989, Sinatra was still listed in Forbes magazine as among the 40 richest entertainers, with an annual income estimated at $14 million in 1989 and $12 million in 1988. But when he was required to submit a financial statement to the Nevada Gaming Commission for a renewal of his gambling license in 1981, he claimed a surprisingly modest net worth of just over $14 million.
Sinatra’s life was rocked in 1986 by the publication of ”His Way,” Kitty Kelley’s best-selling unauthorized biography, which focused on his volatile personality, his personal feuds, his streak of violence and his relationships over the years with organized-crime figures. It was a harsh portrait that nevertheless acknowledged Sinatra’s role as a musical icon.

