Let’s start with the very beginning, in a small tenement in Hoboken, New Jersey. It’s no secret that Frank is one of the Garden State’s favorite sons, and we like to believe that the feeling was mutual. According to biographers, Sinatra developed his love of music at an early age, becoming interested in big band jazz and singers like Gene Austin and Bing Crosby.

By the time he was a teenager, Frank began singing professionally with a group called "the 3 Flashes," which renamed itself "the Hoboken Four" after Sinatra joined. A few years later, he became the lead singer of the band, which was conducted by Tommy Dorsey, one of the most influential figures in Sinatra’s early career.

Image: Laith Abuabdu

In 1942, Sinatra convinced Dorsey to allow him to record a few solo songs; these included some of his first hits, like "Night and Day" and "The Song is You." Impressed by the way these recordings sounded, Frank decided it was time to go solo. This was easier said than done, since his contract stipulated that he had to give Dorsey 43% of his lifetime earnings.

After a lengthy legal battle, Frank was able to become a solo artist, although his relationship with Dorsey never recovered. Part of their dispute included the fact that Sinatra offered Dorsey’s conductor, Axel Stordahl, five times his salary to sign with him and become his personal arranger.

Image: Dushawn Jovic

By the start of the 1940s, Frank’s popularity was soaring, and the whole country seemed to be enraptured by a wave of "Sinatramania." He topped the male singers' polls and was the quintessential idol of "Bobby Soxers," a subculture of teenage girls characterized for their fondness of popular music.

Perhaps this following anecdote can encapsulate how hard the "Sinatramania" had hit America: In 1944, Sinatra returned to the Paramount Theatre in New York after two amazing performances a few years earlier. The audience that gathered for that show was so massive that only 250 people were allowed to enter the theatre, while the remaining 35,000 protested outside. They were so determined to see "the Sultan of Swoon" that their rejection caused a riot known as the "Columbus Day Riot."

Image: Ethan Rougon

Sinatra’s birth was a difficult one, and his eardrum was perforated during delivery. This condition made him ineligible for military service during the onset of World War II. However, he did serve his country by raising morale, traveling through Europe, and entertaining the troops towards the end of the war.

Frank performed in several USO tours alongside comedian Phil Silvers. Not only that, many of his radio performances with the "Andrews Sisters" harmony group were broadcast to the soldiers through the American Forces Radio service.

Image: Museums Victoria

Sinatra’s acting chops are sometimes overshadowed by his singing career, which is an absolute shame. While he had small singing roles and cameos in 1940 films like Las Vegas Nights and Reveille with Beverly, his breakthrough came with the 1945 musical Anchors Aweigh, in which he starred alongside Gene Kelly and Kathryn Grayson. The film’s success and Academy Award nominations ensured a series of movies with Gene Kelly, including the now iconic On the Town in which Sinatra plays a sailor.

However, Frank’s acting credits are not limited to musicals that showcased his amazing voice; he starred in groundbreaking films like The Manchurian Candidate, High Society, and The First Deadly Sin. Not only that, he was the first choice to play the legendary Detective Harry Calahan in Dirty Harry, but he had to turn down the role. Picture this: There’s an alternate universe in which "The Voice" is the one that utters the film’s famous line, "Do you feel lucky, punk?"

Image: Los Angeles Times, CC BY 4.0

What’s life without a few friends? The term "rat pack" is an old New Yorker slang name used to describe a group of friends. However, today we use it to refer to a distinct group of actors and singers, the quintessential "Rat Pack" of which Frank Sinatra was one of the shiniest stars.

Alongside Frank, the Rat Pack included iconic singers like Dean Martin, Sammy Davis Jr., Judy Garland, Mickey Rooney, and Nat King Cole. According to legend, the group received its name from Humphrey Bogart and Lauren Bacall after they were seen returning from a night in Las Vegas. Many remember the original iteration of the classic heist film Ocean’s Eleven, which starred five members of the Rat Pack.

Image: Los Angeles Times, CC BY 4.0

The 1950s were truly a Renaissance time for Sinatra. While interest in his music had slowly waned over the years, Frank saw the success of the 1953 film From Here to Eternity as an opportunity to revitalize his career. In that sense, that same year, the singer made a move that would prove to be essential in this revival: his signing with Capitol Records.

SInatra’s seven-year contract with Capitol produced some of this singer’s most beloved albums, including "Where Are You?" and "Come Fly with Me." One of the strongest elements behind these albums was arranger Nelson Riddle, who was wonderfully adept at matching Sinatra’s perfectionism.

Image: Dane Deaner

Let’s step away from the spotlight for just a moment and focus on Sinatra’s family life. Frank’s four marriages were highly publicized; some of them included Ava Gardner and Mia Farrow, two of the biggest actresses of their time. However, we have decided to instead highlight the most important things that came from his relationships: his children.

Frank had three children with his first wife, Nancy Barbato: Nancy, Frank Jr., and Christina, known as "Tina." Most biographers agree that, while his relationships may have been tumultuous, Frank was by all accounts a devoted father. Two of his children, Nancy and Frank Jr., went on to follow in their father’s footsteps and became singers themselves, with Nancy turning out to be one of the most prominent artists of the ‘60s and ‘70s.

Image: Jorge Moncayo

As the saying goes, "All good things must come to an end," and in 1970, Sinatra announced he would be retiring from recording and performing. However, it should come as no surprise that his retirement was definitively short-lived or, at the very least, as packed with excitement as his career had been.

By the 1970s, Sinatra’s voice had grown coarsened after years of demanding use. However, this only added a new layer of depth to Frank’s singing; audiences loved the deeper and rougher tones he added to his performances. Not only that, in 1980, Sinatra starred in his final film The First Deadly Sin, an extraordinary goodbye to his acting career.

Image: Los Angeles Times, CC BY 4.0

On May 14, 1998, Frank Sinatra bid farewell to the world. While he is surely missed, his outstanding legacy still lives on, so we thought dedicating this final entry to some of the many homages this American icon received would be a fitting tribute.

In 1995, to honor Frank’s 80th birthday, the Empire State Building was lit blue to show its appreciation for "Ol’ Blue Eyes." Ten years after his death, the United States Postal Service issued a postage stamp honoring Frank, and Congress passed a resolution declaring May 13 as "Frank Sinatra Day."

Image: IrishFireside, CC BY 2.0