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The Life and Legacy of Tony Bennett in Photos

Photo Credit: MediaNews Group/ Bay Area News/ Getty Images
Photo Credit: MediaNews Group/ Bay Area News/ Getty Images

In August of 2021, Tony Bennett sang alongside Lady Gaga in a two-concert series at Radio City Music Hall, billed as his final New York Performance. Later that year, the rest of the world had the chance to experience this concert through the TV Special titled “One Last Time: An Evening With Tony Bennett and Lady Gaga.”

Tony Bennett died on July 21, 2023, in New York City. He was 96. To celebrate his lengthy career, we’re looking back at Tony Bennett’s iconic life in photos.

Tony Bennett’s early days

Tony Bennett as a teen
Tony Bennett, circa 1950s. (Photo Credit: Bettmann/ Getty Images)

Tony Bennett was born Anthony Dominick Benedetto on August 3, 1926, in New York City. In November 1944, Bennett was drafted into the United States Army and he fought in the final stages of the Second World War in Europe. He was able to take advantage of the G.I. Bill and studied singing at the American Theatre Wing.

Teen idol

Tony Bennett 1952
Tony Bennett after being mobbed by 5,000 students while attending a May Day ceremony in Brooklyn, 1952. (Photo Credit: Bettmann/ Getty Images)

Tony Bennett was discovered in 1949, and by 1950 had signed a contract with Columbia Records. His first big hit was the song “Because of You,” which reached number one on the pop charts in 1951. His other early hits include “Cold, Cold Heart” and “Rags to Riches.” Younger fans especially loved Bennett. Here he is pictured after being mobbed by students in 1952.

Tony and Patricia

Tony Bennett and Patricia Beech
Tony Bennett and Patricia Beech on their wedding day, February 12, 1952. (Photo Credit: Bettmann/ Getty Images)

On February 12, 1952, Tony Bennett married his first wife, Patricia Beech, at St. Patrick’s Cathedral in New York City. Together, they had two children but ultimately parted ways in 1971.

‘I Left My Heart in San Fransisco’

Tony Bennett and Tom Rogan
Tony Bennett presents Liberty Records Executive Tom Rogan with a Grammy, 1968. (Photo Credit: Bettmann/ Getty Images)

In the late 1950s, Bennett failed to achieve the same success he had earlier in the decade. However, this all changed in 1962 when he released the song “I Left My Heart In San Fransisco,” which was featured on the B-side to “Once Upon a Time.” “I Left My Heart In San Fransisco” gave Bennett his first Grammy Award for Best Record of the Year and Best Solo Vocal Performance.

Hard times

Tony Bennett and the Beatles
Tony Bennett presenting an award to The Beatles at the new Musical Express Poll Winners’ Concert at Wembley, 1965. (Photo Credit: Express Newspapers/ Stringer/ Getty Images)

In the early 1970s, Bennett left Columbia Records after the company tried to steer him toward the contemporary rock sound that the Beatles had popularized. After Bennett left, he founded his own label called Improv. However, during the 1970s, Bennett developed an addiction and stopped recording music.

Tony Bennett as a Simpson

Judy Garland and Tony Bennett
Tony Bennett (left) and Judy Garland (right) circa 1960s. (Photo Credit: Bettmann/ Getty Images)

Tony Bennett sought the help of his two sons after suffering a near-fatal overdose, to help him get back on his feet. His oldest son Danny became his manager in the 1980s, and together Danny and Tony worked toward appealing to a younger audience. In 1986, Tony resigned to Columbia Records and released his first studio album, titled The Art of Excellence, in nearly ten years.

In the ’90s, Danny regularly booked his father to appear on late-night television talk shows, including Letterman and Leno. He was also the first person to guest star as themselves on The Simpsons. In 1994, Tony Bennett delivered a performance on MTV Unplugged, which earned Bennett a Grammy in 1995 for Best Traditional Pop Vocal Performance and Album of the Year.

Famous singing partners

Tony Bennett and Amy Winhouse
Tony Bennett and Amy Winehouse in 2010. (Photo Credit: Dave M. Bennett/ Getty Images)

Tony Bennett shared the stage with several famous acts during his illustrious career. Most recently, he appeared on stage with Lady Gaga, but he also shared the stage with Amy Winehouse, Aretha Franklin, Judy Garland, Frank Sinatra, Paul McCartney, Celine Dion, and Barbra Streisand, just to name a few. Winehouse and Bennett received a Grammy for pop performance by a duo or group for a duet following Winehouse’s death in June 2011. While he accepted the award, Bennett invited the late singer’s parents onstage to say a few words on their daughter’s behalf.

The highest of honors

Tony Bennett at the Kennedy Center
In December 2005, Tony Bennett was a Kennedy Center honouree. From left to right- Tony Bennett, Suzanne Farrell, Julie Harris, Robert Redford, Tina Turner, and (then) President George W. Bush. (Photo Credit: The White House/ Getty Images)

Bennett was honored with enough awards for three lifetimes. He earned 19 Grammy Awards, including a Lifetime Achievement Award presented to him in 2001, two Primetime Emmy Awards, a Kennedy Center Honoree, a United Nations “Citizen of the World” award, and even a few Guinness World Records. He was most recently nominated for five different awards with Lady Gaga at the 2022 Grammy Awards, including Album of the Year and Record of the Year.

Civil Rights activism

Duke Ellington and Tony Bennett
Composer Duke Ellington and Tony Bennett cut into a cake at a party, circa 1965. (Photo Credit: Michael Ochs Archives/ Getty Images)

Tony Bennett was much more than just an entertainer. Unknown to many fans is the fact that he walked in the Selma March with Dr. Martin Luther King Jr. in 1965 and worked quietly behind the scenes of the Civil Rights movement in the 1960s. During a concert, Lady Gaga also shared with fans that Bennett used to sneak Duke Ellington into white-only clubs so the two could perform together.

Battle with Alzheimer’s

Tony Bennett performing 2019
Tony Bennett performing at the Picasso Ballroom at Encore Boston Harbor in Everett, MA, on August 8, 2019. (Photo Credit: Boston Globe/ Getty Images)

In 2016, it was revealed that Bennett had been diagnosed with Alzheimer’s. However, even with this diagnosis, he continued to record and perform up until the COVID-19 Pandemic hit in March 2020. Bennett began showing symptoms of Alzheimer’s for the first time in 2018 when he started to record Love For Sale with Lady Gaga.

‘One Last Time’

Tony Bennett and Lady Gaga
Tony Bennet and Lady Gaga perform onstage, 2021. (Photo Credit: Kevin Mazur/ Getty Images)

In August 2021, Tony Bennett’s retirement was announced. According to his son Danny, Bennett’s Alzheimer’s primarily impacted his short-term memory, which meant he could perform an entire set and not remember only moments after stepping off the stage that he had just given a concert. However, because his long-term memory wasn’t as impacted, he could remember all the lyrics to his songs and didn’t need to use a teleprompter.

More from us: 17 Candid Images that Show How the Beatles Evolved Into Rock and Roll Legends

Even when he couldn’t remember the performances he gave, he always knows one thing – he loved being a singer. RIP, Tony Bennett. You’ll be dearly missed.

Madeline Hiltz

Maddy Hiltz is someone who loves all things history. She received her Bachelors of Arts in history and her Master’s of Arts degree in history both from the University of Western Ontario in Canada. Her thesis examined menstrual education in Victorian England. She is passionate about Princess Diana, the Titanic, the Romanovs, and Egypt amongst other things.

In her spare time, Maddy loves playing volleyball, running, walking, and biking, although when she wants to be lazy she loves to read a good thriller. She loves spending quality time with her friends, family, and puppy Luna!