Tony Bennett dies: ‘The best singer in the business’ – how words from his idol Frank Sinatra changed his career
“For my money, Tony Bennett is the best singer in the business.”
Coming from Frank Sinatra himself, in an interview in 1965, there could be no higher compliment.
Sinatra was a huge influence on Bennett, who has died aged 96.
The pair had become firm friends and went on to perform together several times over the years.
Bennett was the younger singer – Sinatra died in May 1998 at the age of 82.
But as they both matured, Sinatra always continued to call Bennett “kid” – even into old age.
Bennett said his idol’s words in that 1965 article changed his career.
Two years earlier, a then 36-year-old Bennett had picked up his first Grammy for his signature song I Left My Heart In San Francisco.
In 2022, almost 60 years later, the pop and jazz singer was awarded his 20th, sharing the honour with his superstar collaborator Lady Gaga – at the tender age of 95.
Bennett performs with Lady Gaga
During a career in entertainment spanning eight decades, Bennett was one of the last of America’s great crooners – one who achieved the rare feat of only seeming to grow in popularity in later life.
With more than 70 albums to his name, he is perhaps the only artist ever to have had new albums charting in the US in the 1950s, ’60s, ’70s, ’80s, ’90s, 2000s, 2010s and 2020s – and in 2014, he broke his own record as the oldest living artist to hit the top of the weekly Billboard 200 album chart.
Performing well into his 90s, even after being diagnosed with Alzheimer’s disease in 2016, Bennett was an entertainer beloved by all generations; Gaga was just one of the modern-day artists he collaborated with in later years.
Paul McCartney, John Legend, Christina Aguilera and Michael Buble, as well as Sinatra, all feature on the long list of others, and his 2011 duet with Amy Winehouse, Body And Soul, was the last song she recorded before her death.
“To me, life is a gift, and it’s a blessing to just be alive,” the singer once said.
It was a quote he became known for, the title of one of his memoirs, and one he used again when he went public about his illness in 2021.
“Life is a gift – even with Alzheimer’s,” was the message shared on his social media accounts in February 2021.
Later that year, he performed his final farewell shows.
Grief, war and discovery
Born Anthony Dominick Benedetto on 3 August 1926, in Queens in New York City, to parents John and Anna, the young Tony and his older brother and sister, John and Mary, were raised by their mother following his father’s death when he was aged just 10.
As a child, he loved to sing and paint, and his passions were nurtured at the High School of Industrial Arts in Manhattan.
As he grew older, he developed a love of music listening to artists such as Bing Crosby, Louis Armstrong and James ‘Jimmy’ Durante on the radio.
During his teenage years, Bennett sang while waiting tables, before enlisting in the army during the Second World War.
He served in the Battle of the Bulge – the last major German offensive campaign on the Western Front, launched in 1944 through the forested Ardennes region between Belgium and Luxembourg – and participated in the liberation of a concentration camp, according to his official website’s biography.
During his time in Europe, he performed with military bands and, following his return to America, he went on to have vocal studies at the American Theatre Wing School in New York.
The singer’s first nightclub performance came in 1946, alongside trombonist Tyree Glenn at the Shangri-La in Queens’ Astoria neighbourhood.
Three years later came his big break, when comedian Bob Hope noticed him working with actress and singer Pearl Bailey in Greenwich Village.
At the time, he was performing under the stage name of Joe Bari.
‘We’ll call you Tony Bennett’
Hope liked Bennett’s singing so much that he met him in his dressing room afterwards to ask him to perform with him at the city’s famed Paramount Theatre.
There was just one condition.
“But first he told me he didn’t care for my stage name and asked me what my real name was,” Bennett recalled. “I told him, ‘My name is Anthony Dominick Benedetto’. And he said, ‘We’ll call you Tony Bennett’.
“And that’s how it happened. A new Americanised name – the start of a wonderful career and a glorious adventure.”
Bennett’s first singles came in the 1950s, including chart-toppers Because Of You, Rags To Riches, and a remake of Hank Williams’ Cold, Cold Heart.
Dozens more singles followed and his voice took him around the world, selling millions of records and performing to sold-out venues – as well as to numerous stars and presidents.
He went on to release dozens of albums throughout the ’50s, ’60s and ’70s, but began to struggle with drug use as his style of music fell out of style.
Following a 10-year absence from the US album charts, he returned with The Art Of Excellence in 1986 and continued releasing music at pace in the 1990s, becoming an unlikely favourite of MTV.
Pic: AP
Legendary duets add to his longevity
In 2001, well into his 70s, the singer was awarded a lifetime achievement award at the Grammys – but there was no sign of him slowing down.
He became known for his collaborations and his first modern-day duets album, Duets: An American Classic, was released in 2006, featuring performances with artists including McCartney, Elton John, Barbra Streisand and Bono.
After more than 50 years in the business, it was one of the bestselling records of his career.
Pic: AP
Duets II came in 2011, featuring artists including Aretha Franklin and John Mayer, as well as Gaga and Winehouse.
Debuting at the top of the Billboard charts, it went on to win two Grammys, and his friendship with Gaga led to the release of their first collaborative album, Cheek To Cheek, in 2014.
Their second, Love For Sale, Bennett’s final album, came in 2021.
As well as his music, Bennett was also known for his painting, and had his work exhibited at galleries around the world.
He was even commissioned by the United Nations, painting one piece for the organisation’s 50th anniversary.
He was also the author of five books, including the New York Times bestseller Life Is A Gift: The Zen Of Bennett, published in 2012, and Just Getting Started, released in 2016.
Pic: AP
Family and charitable legacy
A father of four, Bennett was married three times.
At his wedding to first wife Patricia Beech in 1952, some 2,000 female fans reportedly gathered outside the ceremony – dressed in black in mock mourning. The couple went on to have two sons, Danny and Dae, before they separated.
Bennett went on to marry actress Sandra Grant, with whom he had daughters Joanna and Antonia, and in 2007 married long-term partner Susan Crow, now Susan Benedetto.
In 1999, he founded Exploring the Arts with Susan, to help strengthen the role of the arts in public high school education in the US.
One of the organisation’s first projects was the establishment of the Frank Sinatra School of the Arts, a public high school set up in 2001 in Bennett’s hometown of Astoria, Queens.
The singer’s other charitable endeavours included helping to raise millions of dollars for the Juvenile Diabetes Foundation, which established a research fund in his name, and lending his artwork to the American Cancer Society’s annual holiday greeting cards to raise funds.
Along with his many gongs for his music, Bennett was also honoured with the Martin Luther King Center’s “salute to greatness” award for his efforts in fighting racial discrimination, after joining the activist in the Selma-to-Montgomery civil rights march in 1965.
The singer’s retirement from performing was announced in 2021, with his son Danny, also his manager, saying it was down to doctor’s orders due to the strain of travelling.
Performing a medley tribute to the man she described as “an incredible mentor, and friend, and father figure” at the Grammys in 2022, Gaga appeared emotional as she finished on stage. “I love you, Tony. We miss you.”
Following the singer’s death, the music industry mourns one of the last great performers of his generation.
For Bennett, life was a gift – and for millions of fans over the decades, it was a gift he gave right back.
Venezuela’s President Nicolas Maduro has accused the US of a coup attempt after Donald Trump approved CIA operations in the country to tackle alleged drug trafficking.
Mr Trump confirmed his decision, first revealed by The New York Times, as he said large amounts of drugs were entering the US from Venezuela – much of it trafficked by sea.
“We are looking at land now, because we’ve got the sea very well under control,” he said.
When asked why the coastguard wasn’t asked to intercept suspected drug trafficking boats, which has been a longstanding US practice, Mr Trump said the approach had been ineffective.
“I think Venezuela is feeling heat,” he said.
Donald Trump at the White House on Wednesday evening. Pic: Reuters
Maduro hits back
He declined to answer whether the CIA has the authority to execute Mr Maduro, who denies accusations from Washington that he has connections to drug trafficking and organised crime.
The US has offered a $50m (£37m) reward for information leading to his arrest.
“How long will the CIA continue to carry on with its coups?” he asked after Mr Trump’s comments on Wednesday evening, saying calls for regime change harkened back to “failed eternal wars” in Afghanistan and Iraq.
In a message to the American people, he said in English: “Not war, yes peace. The people of the US, please.”
President Nicolas Maduro. Pic: Reuters
US targets ‘drug boats’
Mr Trump also alleged Venezuela had sent a significant number of prisoners, including individuals from mental health facilities, into the US, though he did not specify the border through which they reportedly entered.
On Tuesday, he announced America had targeted a small boat suspected of drug trafficking in waters off the Venezuelan coast, resulting in the deaths of six people.
According to the president’s post on social media, all those killed were aboard the vessel.
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Footage of the strike was released by Donald Trump on social media. Pic: Truth Social
The incident marked the fifth such fatal strike in the Caribbean, as the Trump administration continues to classify suspected drug traffickers as unlawful combatants to be confronted with military force.
War secretary Pete Hegseth authorised the strike, according to Mr Trump, who released a video of the operation.
The black-and-white footage showed a small boat seemingly stationary on the water. It is struck by a projectile from above and explodes, then drifts while burning for several seconds.
Mr Trump said the “lethal kinetic strike” was in international waters and targeted a boat travelling along a well-known smuggling route.
There has also been a significant increase in US military presence in the southern Caribbean, with at least eight warships, a submarine, and F-35 jets stationed in Puerto Rico.
A 39-year-old man died in hospital alone, miles from his family, after being detained by US immigration officials.
Ismael Ayala-Uribe, who had lived in the US since he was four, fell ill while in an immigration detention centre in California.
Ismael Ayala-Uribe was well known in the local Latino community
He complained of a fever and had a persistent cough in the weeks before he died, according to his mother Lucia.
She said he was initially treated by medical staff inside the detention centre but was returned to his cell.
He was eventually taken to hospital for a scheduled surgery to remove an abscess on his buttocks, but died before he was able to have the operation.
His family were never told he was in hospital, learning of his death via a knock on the door from police.
“They’re the ones that notified us that he had passed,” his brother, Jose Ayala, told Sky News.
“We were not even aware that he was in the hospital or even had a scheduled surgery. Then we got a knock on our door a little after 5.30 one morning.
“I believe he would still be alive today if he was never detained. He got sick while in detention, and they did not seem to take care of him.”
Ismael’s brother Jose speaks to Sky News
Why was he detained?
Mr Ayala-Uribe’s death raises questions about the conditions inside the centre he was held in, and if a sudden surge of immigrants being detained by this administration has left the system stretched beyond breaking point.
He had moved to the US from Mexico with his family as a child.
He did have DACA – deferred action for childhood arrivals – status, granted to those who have arrived while under the age of 18. But this was removed in 2016, after he was convicted of drink-driving.
In August, he was arrested by immigration agents at a car wash in California where he had worked for 15 years.
He was held for five weeks at Adelanto, a privately owned, run-for-profit, immigrant detention centre. A lawyer for his family said he was, as far as they are aware, a healthy man before he was detained and had no medical need.
But Mr Ayala-Uribe’s mother, who was visiting him every eight days and speaking to him on the phone a couple of times a day, said she noticed him getting progressively unwell.
Ismael’s brother and mother, Lucia
“He started with lots of fever,” Ms Ayala said. “He said they weren’t listening to him. The last time I saw him his face was drained, he told me he was not OK, he told me he couldn’t take it any more.”
Beginning to cry, wiping away tears, she added: “I feel powerless that I couldn’t do anything to help my son.
“I never imagined I was going to bury one of my sons. It feels terrible, they took a piece of my heart away.
“I would like something to change. If we cannot save him, at least we can save others that are still inside.”
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Inside Trump’s immigration raids
ICE defends detention treatment
The cause of Mr Ayala-Uribe’s death is still under investigation.
Sky News requested comment from the company which owns the detention centre where he was held, and they deferred to ICE, the US immigration and customs enforcement agency.
In a statement, ICE said: “Comprehensive medical care is provided from the moment individuals arrive and throughout the entirety of their stay.
“At no time during detention is a detained illegal alien denied emergency care.”
The Trump administration says it’s targeting criminals and people in the US illegally. But campaigners say Mr Ayala-Uribe’s death should not be viewed in isolation.
Images from Ismael’s funeral service
Since Donald Trump took office, at least 15 people have died in immigration detention.
Democrat senators Jon Ossoff and Raphael Warnock wrote a letter to the homeland security secretary, Kristi Noem, asking for more information about these deaths.
The senators claimed 10 people had died between January and June, and that it was the highest rate in the first six months of any year publicly available.
Sarah Houston, a lawyer for the Immigrant Defenders Law Centre, claims immigrants are being mistreated in custody.
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ICE raids: ‘This is like Vietnam’
“This administration’s main goal is to harm, to torture individuals and to try to force them out,” she said.
“The great increase we see in human rights abuses, in deaths, is a direct result of the administration’s decision to pack these detention centres as much as they can.”
Mr Ayala-Uribe’s funeral was held this week. Dozens of extended family and friends wore t-shirts bearing his face. A mariachi band played as his casket was lowered into the ground and his mother heaved with sobs.
As they absorb their loss, the effort to carry out the biggest mass deportation operation in US history continues.
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