Hollywood icon George Clooney recently reflected on a surreal and unforgettable moment from his early days in show business — the time he got personally yelled at by the legendary Frank Sinatra. While most stars might dream of simply meeting Sinatra, Clooney had a far more colorful introduction to the world of fame and celebrity ego.
Speaking at the Los Angeles premiere of his new film Jay Kelly on October 23, Clooney took a nostalgic trip down memory lane, recalling how his humble beginnings in Hollywood involved driving around some of the most famous voices in American music.
The Early Days: Driving His Aunt Rosemary Around
Long before Clooney became one of Hollywood’s most bankable stars, he was just a young man trying to make ends meet — and his first gig was far from glamorous.
“I remember being on the road,” Clooney said. “I was my Aunt Rosemary’s driver when she was singing.”
Rosemary Clooney, George’s aunt, was a celebrated singer and actress in the 1950s, best known for her hits like Come On-A My House and Mambo Italiano. To George, however, she was simply “the Hollywood aunt” — someone who lived a world away from his modest upbringing in Kentucky.
“When I was young, I didn’t know her much,” he admitted. “She was the Hollywood aunt. So I came out to make a living, and I was her driver.”
That job turned out to be an unexpected education in fame, humility, and the often unpredictable nature of success.
A Front-Row Seat to Legends
While chauffeuring his aunt, Clooney found himself surrounded by musical legends — names that would make any fan’s jaw drop.
“I got to drive her and Tony Bennett and all these really wonderful singers around for a year,” Clooney recalled.
The experience wasn’t just star-studded; it was deeply educational. Watching these greats perform and interact gave Clooney a rare inside look into the highs and lows of fame.
“I got a really good life lesson in success and failure, and handling it,” he said.
It was during this time that he began understanding what true professionalism meant — how artists like Bennett and Sinatra carried themselves, and how they navigated both applause and adversity.
The Day Sinatra Called to Yell
Among the most memorable stories from that time was one involving Frank Sinatra, the legendary crooner known for his velvet voice and fiery temper. Clooney recounted how a misunderstanding between him and the press once led to a hilarious — if intimidating — phone call from “Ol’ Blue Eyes” himself.

“One time, Frank was mad at me because I led this boycott about some press freedoms,” Clooney shared.
Apparently, news outlets had mistakenly reported that Sinatra was ill, and helicopters began hovering over his home. The disturbance annoyed Sinatra, and he thought Clooney’s protest might have been responsible.
“He called me because people thought he was sick and there were helicopters flying over his house,” Clooney said, chuckling. “And he called me going, ‘It’s not working what you’re doing!’”
Though Sinatra wasn’t exactly gentle with his words, Clooney remembered the moment fondly.
“He was great,” he laughed. “I got yelled at by Frank Sinatra!”
Lessons From Legends
For Clooney, those encounters with Sinatra, Bennett, and other greats weren’t just brushes with fame — they were life lessons.
Watching these icons navigate their careers, handle fame, and face setbacks helped shape Clooney’s own philosophy about success and humility.
“I learned so much just by being around them,” he said. “I got a firsthand look at what it takes to stay grounded when you’re surrounded by attention and praise.”
That lesson stayed with him long after his own rise to superstardom.
Staying Grounded Amid Fame
Even after decades in Hollywood, multiple Academy Awards, and a reputation as one of the most respected figures in the industry, Clooney says he still relies on the same grounding principles he learned back then.
“Most of my friends, we’ve been friends for 40 years,” Clooney said. “I slept on their couch when I was broke. And they’re always around when people are giving you too much credit.”

He added with a grin, “They’re the first people to remind you that you’re full of crap.”
This humility has become a defining trait of Clooney’s personality. Whether directing, producing, or acting, he maintains a calm, self-deprecating attitude that sets him apart from many of his peers.
It’s a mindset that’s clearly served him well, both in Hollywood and in life.
From Driver to Director: A Full-Circle Journey
Clooney’s story is a reminder that even the biggest stars start somewhere — often far from the spotlight.
From chauffeuring Rosemary Clooney and Tony Bennett to being shouted at by Frank Sinatra, to becoming a celebrated actor, filmmaker, and humanitarian — his journey is one of perseverance, humor, and humility.
He’s often credited his family background and early experiences for shaping his worldview. Having seen both the glamorous and gritty sides of fame, Clooney has managed to stay true to his values while building a career that spans decades.
It’s perhaps fitting that today, Clooney is the one mentoring young artists, offering the same kind of wisdom he once received from legends.
Looking Back With Gratitude
Reflecting on his past, Clooney’s stories about Sinatra and Bennett aren’t just fun Hollywood anecdotes — they’re lessons in character, grace, and perspective.

The actor says that while being scolded by Frank Sinatra might have been daunting in the moment, it now serves as one of his favorite reminders of how far he’s come.
“I’ve had some surreal experiences,” Clooney admitted. “But looking back, those were the moments that taught me how to keep my feet on the ground.”
And that’s perhaps what makes George Clooney who he is today — a movie star with an old-school soul, still guided by the wisdom of the legends who came before him.