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“I Went From Being a Boy To a Man”: Gary Vee Explains His All Time Favorite Super Bowl Commercial Featuring Cindy Crawford

Sauvik Banerjee
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“I Went From Being a Boy To a Man”: Gary Vee Explains His All Time Favorite Super Bowl Commercial Featuring Cindy Crawford

Super Bowl commercials have always been a fascinating and entertaining side of the biggest sporting event in the nation. For some it’s business, but for others, like the internet sensation and popular businessman Gary Vee, it’s life-changing, who admittedly became a man from being a boy because of a Super Bowl commercial featuring Cindy Crawford.

Gary Vee recently appeared on The Stephen A. Smith Show during the Super Bowl week. Smith and Vee were discussing Super Bowl commercials when the sensational businessman had a burst of emotions reminiscent of his teenage. When asked about his favorite SB ad in the last five years, Gary Vee took his time to recall one of the most iconic Super Bowl ads ever made.

“Let me give you my favorite one of all time and then last five years,” Gary Vee exclaimed to Stephen A. Smith. “My favorite one’s very personal. Cindy Crawford, Diet Pepsi in her daisy dukes. That was the day that I went from being a boy to a man. So that will always be number one for me.”

“I was like, ‘What are these feelings?’ I was like watching football, Redskins-Broncos just chilling, being a boy. I was like ‘Why am I feeling different things?’ So that was a quintessential moment of my coming age. Last five years? You know Coinbase two or three years ago did that bouncing QR code.”

 

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That Super Bowl ad featuring Cindy Crawford sends chills to many fans even to this day. The said commercial first aired in the year 1992 during the Super Bowl XXVII which was played between the Redskins and the Bills (not the Broncos). The Bills lost their second consecutive Super Bowl that year but Pepsi gave the world an iconic moment to remember.

Cindy Crawford Continues to Flaunt Her Iconic Super Bowl Commercial

Even Cindy Crawford herself gets reminiscent of the time she left the world awestruck with her iconic commercial. Crawford shared the commercial on her Instagram in February 2023 when the Chiefs were set to match up against the Eagles. And as expected fans couldn’t help but drop their jaws once again.

“Happy Super Bowl Sunday (aka Pepsi day)• PS I still have these shorts!” Crawford wrote in her caption.

“Back in the day I wished I was one of those boys,” one fan commented. While another fan stated, “Kudos to those boys for perfectly portraying the universal reaction to looking at Cindy Crawford.”

That Super Bowl commercial by Pepsi certainly holds a special place in the hearts of every person who watched it on TV. And Gary Vee perfectly displayed what significance this commercial has in his life.

About the author

Sauvik Banerjee

Sauvik Banerjee

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Sauvik Banerjee is an NFL Content Strategist with a degree in English and Economics. A dedicated fan of the game for over seven years, his passion for football ignited after witnessing Tom Brady orchestrate the 28-3 comeback. In over three years of writing, but mostly strategizing, Sauvik has penned more than 1,300 articles, mainly focusing on the human stories behind the players and how the sport has transformed their lives. He loves watching Lamar Jackson on the field, as he is drawn to his dynamic, unpredictable style of play. When he’s not writing about football, you’ll find Sauvik running—something he’s loved since his track and field days. But one thing he is not wired to do is turn down a challenge on the chess board.

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