He was spotted by actress Norma Shearer next to the pool at The Beverly Hills Hotel on November 6, 1956. She successfully touted him for the role of her late husband Irving Thalberg in Man of a Thousand Faces. The same year, Evans also caught the eye of Darryl F. Zanuck, who cast him as Pedro Romero in the 1957 film adaptation of Ernest Hemingway’s The Sun Also Rises, against the wishes of co-star Ava Gardner and Hemingway himself. In 1959, he appeared in Twentieth Century Fox’s production of The Best of Everything with Hope Lange, Diane Baker and Joan Crawford.

Evans married seven times. He first married Sharon Hugueny in 1961, staying with her until 1962, although her profile says until 1964. After his first divorce he married Camilla Sparv (1964–1967), Ali MacGraw (1969–1973), Phyllis George (1977–1978), Catherine Oxenberg (1998), Leslie Ann Woodward (2002–2004), and Victoria White (2005–2006). Evans’ marriage to Oxenberg was annulled after nine days. He married his seventh wife, Victoria White O’Gara (widow of Lord White), while in Mexico, in August 2005 shortly after his 75th birthday. She filed for divorce on June 16, 2006, citing irreconcilable differences.

Dissatisfied with his own acting talent, he was determined to become a producer. He got his start by purchasing the rights to a 1966 novel titled The Detective which Evans made into a movie starring Frank Sinatra, Lee Remick, Jack Klugman, Robert Duvall and Jacqueline Bisset, in 1968. Peter Bart, a writer for The New York Times, wrote an article about Evans’ aggressive production style. This got Evans noticed by Charles Bluhdorn, who was head of the Gulf+Western conglomerate, and hired Evans as production vice-president in 1966 as part of a shakeup at Paramount Pictures (which included Bart, whom Evans would recruit as a Paramount executive).

Dissatisfied with his financial compensation and desiring to produce films under his own banner, Evans struck a deal with Paramount in 1972 that enabled him to stay on as executive vice president of worldwide production while also working as an independent producer on five films. Other producers at Paramount felt this gave Evans an unfair advantage. After the huge critical and commercial success of the Evans-produced Chinatown, he stepped down as production chief, which enabled him to produce films on his own. From 1976 to 1980, working as an independent producer, he continued his streak of successful films with Marathon Man, Black Sunday, Popeye and Urban Cowboy. After 1980, his film output became both more infrequent and less critically acclaimed. He produced only two films over the next twelve years: The Cotton Club and The Two Jakes. From 1993 to 2003 he produced the films Sliver, Jade, The Phantom, The Saint, and How to Lose a Guy in 10 Days.

Evans was convicted of cocaine trafficking in 1980. He entered a guilty plea to a misdemeanor in federal court after being arrested for engineering a large cocaine buy with his brother Charles. As part of his plea bargain, he filmed an anti-drug TV commercial. The alleged drug dealing, which Evans continued to deny (the misdemeanor was later wiped from his record), came out of his own involvement with the drug. He told the Philadelphia Inquirer in a 1994 interview, “Bob ‘Cocaine’ Evans is how I’ll be known to my grave”. He argues that he never should have been convicted of federal selling and distribution charges, as he was only a user.

As The Cotton Club film financing was being arranged, the 33-year-old Radin was murdered in 1983. Contract killer William Mentzer was among four people sentenced for shooting Radin multiple times in the head and using dynamite to make identification by authorities more challenging. At the trial, Karen Greenberger was convicted of second-degree murder and kidnapping. Her involvement was said to be over a fear of being cut out of a producer’s role and potential profits from the Cotton Club. As a result, the murder court case of Radin was dubbed the “Cotton Club” murder trial.

On May 6, 1998, during a dinner party in honor of director Wes Craven, Evans suffered a stroke while giving a toast, and was rushed to nearby Cedars-Sinai Medical Center. Evans flatlined in the ambulance, but was resuscitated. Suffering a series of three strokes in quick succession, he was left paralyzed on his right side and completely unable to speak. During his hospital stay, he was encouraged by media mogul and friend Sumner Redstone, who stayed at his bedside, to work on his speech and recovery. A few days after Evans’ stroke, Frank Sinatra died from a heart attack in one of the adjoining rooms at Cedars-Sinai Medical Center. Witnessing his body being taken away, Evans said it was an event that furthered his desire to recover.

Evans produced and provided the voice for his eponymous character in the 2003 animated series Kid Notorious. In 2004 Evans hosted a Sirius Satellite Radio show, In Bed with Robert Evans. In 2009, Evans was in talks to produce a film about auto executive John DeLorean, as well as an HBO miniseries titled The Devil and Sidney Korshak. Neither project came to fruition.

Evans’ son, Josh Evans, from his marriage to MacGraw, is also a film producer — and gave him a grandson, Jackson, born in 2010 to singer Roxy Saint. Evans’ brother, Charles Evans (1926-2007) — whose businesses included clothing, real estate, and promoting fire detectors — was also a film producer (Tootsie, 1982, Monkey Shines 1988). His nephew Charles Evans, Jr. is a documentary producer. His sister, Alice Shure, who was associate producer on Without a Trace (1983), has produced other films, and founded documentary film production companies. His nephew, Michael Shure, is Senior National Correspondent for i24NEWS. Nephew Tony Shure is a founder of Chopt Creative Salad Company.

Paramount in July 2019 did not re-up its contract with Robert Evans Productions, which had been in place since 1974 after Evans stepped down from running the studio. Evans had a staff of three and had been working from his Woodland estate in Beverly Hills because of poor health.

Evans died in Beverly Hills, California on October 26, 2019 at the age of 89.