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If given a chance, how would one describe Derek Jeter’s legendary career in Major League Baseball? Baseball is probably the one sport that got affected the most by the rise of the NFL and NBA. But despite this, former New York Yankees shortstop Derek Jeter ruled an era in American sports.

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What is more remarkable about Jeter’s legacy is that, despite being a baseball player; he received love and admiration from every nook and corner of the sporting world. Not long, but a couple of years after his retirement, 2-time Super Bowl champ and NFL legend Peyton Manning won Jeter’s heart when he sent a heartfelt letter to the Yankees icon in 2016.

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When Peyton Manning asked Derek Jeter to go to Red Lobster

Back in 2016, NFL legend and former Colts quarterback Peyton Manning sent handwritten letters to Derek Jeter, Tom Brady, Eli Manning, and a few others. Although it was a commercial for Gatorade, Manning’s words touched Jeter’s heart.

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While writing to Jeter, Manning congratulated him on his retirement and jokingly offered him to go to Red Lobster with a Groupon. Notably, Manning had just announced his retirement when this commercial came up.

Read more: While Being Top Ballplayers, MLB Legend Derek Jeter and NFL Great Tom Brady Once Were on Same Page for a Sports Brand

“Dear DJ, congrats on your outstanding career. You will forever have my respect,” Manning wrote. “If you are ever in my neck of the woods, I would love to sit down for dinner. I have a Groupon for Red Lobster where $40 gets you $80 worth the scampi. Let me know, as these things expire.”

Replying to the same, the Yankees legend joked about how Manning offered him to go to Red Lobster using a Groupon.

“He has always been cheap,” said Derek Jeter.

Peyton Manning has always been a fanboy of Jeter

Per “the Captain: The Journey of Derek Jeter,” a book based on Jeter’s life, when Peyton Manning was no longer an NFL star; he had a fan moment with Derek Jeter in 1998. Jeter was at the peak of his baseball career while Manning was still making his way into the NFL.

WATCH THIS STORY: New York Yankees Legend Derek Jeter Scripted The Perfect End To His Career With This Iconic Walk-off Single

In 1998, when Jeter attended a Michael Jordan game, a young Manning introduced himself to the Yankees star and praised him for his game. “Derek, I’m Peyton Manning. You’re having some career,” said a young Manning.

Given his legendary career, who do you think can be the next Derek Jeter?

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Written by

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Abhishek Kumar

1,353 Articles

Abhishek Kumar is a Newsroom Editor at EssentiallySports with over three years of editorial experience across multiple sports. He joined as a Yankees beat reporter during the 2022 MLB season before quickly rising to lead editorial and content strategy for the MLB division. His deep knowledge of baseball, combined with expertise across the NFL, NBA, Tennis, and Soccer, has shaped him into one of ES’s versatile newsroom leaders.

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Rupak Kumar Jha

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