Walden Robert Cassotto was born May 14, 1936, in the East Harlem neighborhood of New York City. His maternal grandfather, Saverio Antonio “Big Sam Curly” Cassotto (born January 26, 1882), was a would-be mobster of Italian descent who died in prison from pneumonia a year before Darin’s birth. His maternal grandmother, Vivian Fern Walden, who called herself “Polly” and was born in 1891, was of English ancestry. She was a vaudeville singer. Darin’s birth mother, Vanina Juliette “Nina” Cassotto (born November 30, 1917), became pregnant with him in the summer of 1935, when she was 17. Nina and her mother hatched a plan to pass her baby off as Nina’s younger brother.
Darin believed his mother Nina was instead his elder sister and that Polly, who had raised him from birth, was his mother. In 1968, when he was 32 and considering entering politics, Nina told him the truth, reportedly devastating Darin. She refused to reveal the identity of his biological father, and kept that secret to her death in 1983.
By the time he was a teenager, Darin could play several instruments, including piano, drums, and guitar. He later added harmonica and xylophone.
Darin moved to the Bronx early in his life (with a rented summer home in Staten Island) and graduated from the prestigious Bronx High School of Science. In later years he attributed his arrogance to his experiences there, where he was surrounded by brighter students who teased him. He then enrolled at Hunter College and soon gravitated to the drama department. After only two semesters, he dropped out to pursue an acting career.
Robert Cassotto became Bobby Darin thanks in part to the sign at a take-out restaurant; the letters M, A and N on the light-up sign “MANDARIN” were not working, leaving only “DARIN”, from which Cassotto decided that his last name would be Darin.
Darin’s career took off with a songwriting partnership, formed in 1955 with Don Kirshner, whom he met at a candy store in Washington Heights. They wrote jingles and songs, beginning with “Bubblegum Pop”. In 1956 his agent negotiated a contract with Decca Records. The songs recorded at Decca had very little success.
A member of the Brill Building gang of struggling songwriters, Darin was introduced to singer Connie Francis, for whom he helped write several songs. They developed a romantic interest, but her father was not fond of Darin and did not approve of the relationship, and the couple split up. At one point, Darin wanted to elope immediately; Francis has said that not marrying Darin was the biggest mistake of her life.
Darin left Decca to sign with Atlantic Records’ Atco subsidiary, where he wrote and arranged music for himself and others. Songs he recorded, such as Harry Warren’s “I Found a Million Dollar Baby”, were sung in an Elvis style, which did not suit his personality.
Guided by Atlantic’s star-maker Ahmet Ertegun, Darin’s career finally took off in 1958 when he recorded “Splish Splash”. He co-wrote the song with radio D.J. Murray Kaufman after a phone call from Kaufman’s mother, Jean, a frustrated songwriter. Her latest song idea was: “Splish, Splash, Take a Bath”. Both Kaufman and Darin felt the title was lackluster, but Darin, with few options, said “I could write a song with that title.” Within one hour, Darin had written “Splish Splash”. The single, Darin’s first successful foray into the rock and roll genre, sold more than a million copies. His partnership with Kirshner, who was not involved in the writing of that song, ended at that time. He made another recording in 1958 for Brunswick Records with a band called “The Ding Dongs”. With the success of “Splish Splash” the single was re-released by Atco Records as “Early in the Morning” with the band renamed as “The Rinky Dinks”. It charted, and made it to number 24 in the United States.
In 1959, Darin recorded the self-penned “Dream Lover”, a ballad that became a multi-million seller. With it came financial success and the ability to demand more creative control of his career. So he meant for his That’s All album to show that he could sing more than rock and roll. His next single, “Mack the Knife”, the standard from Kurt Weill’s Threepenny Opera, was given a vamping jazz-pop interpretation. Although Darin was initially opposed to releasing it as a single, the song went to No. 1 on the charts for nine weeks, sold two million copies, and won the Grammy Award for Record of the Year in 1960. Darin was also voted the Grammy Award for Best New Artist that year, and “Mack the Knife” has since been honored with a Grammy Hall of Fame Award.
Darin followed “Mack” with “Beyond the Sea”, a jazzy English-language version of Charles Trenet’s French hit song “La Mer”. Both tracks were produced by Atlantic founders Ahmet and Nesuhi Ertegun with staff producer Jerry Wexler and they featured arrangements by Richard Wess.
The late-1950s success included Darin setting the all-time attendance record at the Copacabana nightclub in Manhattan and headlining at the major casinos in Las Vegas.
Darin’s 1960 recording of “Artificial Flowers”, a song by Sheldon Harnick and Jerry Bock from the Broadway musical Tenderloin about the death of a child laborer, featured a jazzy, Big Band arrangement by Richard Behrke that was in sharp contrast to its tragic lyrics.
In 1962, Darin began to write and sing country music, with hit songs including “Things” (US No. 3/UK #2) (1962), “You’re the Reason I’m Living” (US No. 3), and “18 Yellow Roses” (US No. 10). The latter two were recorded by Capitol Records, which he joined in 1962, before returning to Atlantic three years later. Darin left Capitol in 1964. In 1966, he had his final UK hit single, with a version of Tim Hardin’s “If I Were A Carpenter”, which peaked at No. 9 (No. 8 in the US). He performed the opening and closing songs on the soundtrack of the 1965 Walt Disney film That Darn Cat!. “Things” was sung by Dean Martin in the 1967 TV special Movin’ With Nancy, starring Nancy Sinatra.
In the fall of 1959, Darin played “Honeyboy Jones” in an early episode of Jackie Cooper’s CBS military sitcom/drama Hennesey. In the same year, he became the only actor ever to have been signed to five major Hollywood film studios. He wrote music for several films in which he appeared.
His first major film, Come September (1961), is a teenager-oriented romantic comedy with Rock Hudson and Gina Lollobrigida and featuring 18-year-old actress Sandra Dee. They met during the production of the film, and got married soon afterward. Dee gave birth to a son, Dodd Mitchell Darin on December 16, 1961. Dee and Darin made a few films together with moderate success. They divorced in 1967.
In 1961, he starred as a struggling jazz musician in Too Late Blues, John Cassavetes’ first film for a major Hollywood studio. Writing in 2012, Los Angeles Times critic Dennis Lim observed that Darin was “a surprise in his first nonsinging role, willing to appear both arrogant and weak.” In 1962, Darin won the Golden Globe Award for “New Star of the Year – Actor” for his role in Come September. The following year he was nominated for a Best Actor Golden Globe for Pressure Point.
In 1963, he was nominated for an Academy Award for Best Supporting Actor for his role as a shell-shocked soldier in Captain Newman, M.D..
In October 1964, he appeared as a wounded ex-convict who is befriended by an orphan girl in “The John Gillman Story” episode of NBC’s Wagon Train western television series.
Darin became more politically active as the 1960s progressed, and his musical output became more “folksy.” In 1966, he had a hit with folksinger Tim Hardin’s “If I Were a Carpenter,” securing a return to the Top 10 after a two-year absence.
Darin traveled with Robert F. Kennedy and worked on the politician’s 1968 presidential campaign. He was with Kennedy the day he traveled to Los Angeles on June 4, 1968, for the California primary, and was at the Ambassador Hotel later that night when Kennedy was assassinated. That event, combined with learning about his true parentage, had a deep effect on Darin, who spent most of the next year living in seclusion in a trailer near Big Sur.
Returning to Los Angeles in 1969, Darin started his own record label which was titled Direction Records, putting out folk and protest music. Bobby wrote “Simple Song of Freedom” in 1969, which, in an interesting turn of events, was first recorded by Tim Hardin and the song became Hardin’s best-selling record. Bobby himself sang the song “live” on several television variety shows to great effect.
Of his first Direction album, Darin said, “The purpose of Direction Records is to seek out statement-makers. The album is solely [composed] of compositions designed to reflect my thoughts on the turbulent aspects of modern society.” He later signed with Motown.
Beginning on July 27, 1972, he starred in his own television variety show on NBC, Dean Martin Presents: The Bobby Darin Amusement Company, which ran for seven episodes ending on September 7, 1972. Beginning on January 19, 1973, he starred in a similar show on NBC called The Bobby Darin Show. That show ran for 13 episodes ending on April 27, 1973. Darin subsequently made television guest appearances and remained a top draw.
Darin suffered from poor health his entire life. He was frail as an infant and, beginning at age eight, was stricken with recurring bouts of rheumatic fever that left him with a seriously weakened heart. During his first heart surgery, in January 1971, he had two artificial valves implanted in his heart. He spent most of that year recovering from the surgery.
During the last few years of his life, he was often administered oxygen during and after his performances on stage and screen.
In 1973, after failing to take antibiotics to protect his heart before a dental visit, Darin developed sepsis, an overwhelming systemic infection. That further weakened his body and affected one of his heart valves. On December 11, he checked himself into Cedars of Lebanon Hospital in Los Angeles for another round of open-heart surgery to repair the two artificial heart valves he had received in January 1971. On the evening of December 19, a four-person surgical team worked for over six hours to repair his damaged heart. Shortly after the surgery ended in the early morning hours of December 20, 1973, Darin died in the recovery room without regaining consciousness. He was 37 years old.
Darin’s last wish in his will was that his body be donated to science for medical research. His remains were transferred to the UCLA Medical Center shortly after his death.
In 1990, Darin was inducted into the Rock and Roll Hall of Fame, with singer and close friend Paul Anka announcing the honor. In 1999, Darin was voted into the Songwriters Hall of Fame.