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Revisiting Larry King’s 5 most iconic interviews

Larry King during Live Taping of ‘The Larry King Show’ with Rosanne Cash, John Carter Cash and Dwight Yoakam at CNN Los Angeles Bureau in Hollywood, California, United States. (Photo by Victor Spinelli/WireImage)

Veteran CNN talk show host Larry King has breathed his last on January 24, 2021. Over a career spanning more than six decades and over 40,000 interviews, Larry has hosted almost everyone from Putin to Paris Hilton and many more in between. In a move to pay our respects to the iconic journalist who was never afraid to ask the questions that matter, we revisit five of his most memorable interview moments.

Frank Sinatra: 1988

Frank Sinatra, the iconic jazz star, was a hard man to get to for an interview. But with Larry, he sat for a three-hour-long interview in 1988 in what would be his last major interview before his death. Sinatra was Larry's idol. "He was the greatest singer of my time," Larry later recalled in an event in 2015.

Donald Trump: 1999

Larry interviewed Donald Trump while he was a real estate mogul and almost predicted his presidency that would shake the world later in 2016. Trump was "sounding a lot like a politician," he said. Trump did, however, reply that he "did not want to be president." Nonetheless, even in 1999, watching Trump talk was a good source of entertainment. With Larry King, even more so.

Lady Gaga: 2010

In a fun and quirky interview, Larry and Lady Gaga talked for hours about the singers battle with lupus, her iconic name, quitting cocaine and so on. Lady Gaga appeared on the show mimicking Larry King's style – slicked back hair, sunglasses and black and white suspenders.

Snoop Dogg: 2010

Larry King developed a fun bromance with Snoop Dogg in his episode with the rapper. Larry took the driving seat of Snoop Dogg's custom "low to the floor" 1967 Pontiac Parisienne and he couldn't reach the gears. 2010 was a fun year for the king.

Vladimir Putin: 2000, 2010 

You can't get enough of Vlad the lad. So Larry went for interviewing the man twice. Jokes apart, he unflinchingly grilled Putin

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