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Captain Clutch’s playing career aged 20 years, when the shortstop and five-time World Champion Derek Jeter announced the end of his career in the ballpark. On a different note, Derek Jeter and Hannah Davis started dating in 2012. And before the Yankees legend met Hannah Davis, the 14-time All-Star was famously infamous for his long list of high-profile flings/ relationships.

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Filling the captaincy position after an eight-year gap, Derek Jeter held a special place in the heart of every New Yorker. The attitude with which he played the game resonated with the overarching sentiment in the Bronx. And this same attitude and intimidating nature in the park translated to charm and charisma outside it. Which explained his various romantic escapades.

However, the Yankees legend wasn’t always the most upfront about his relationships. And in 2006, he blatantly denied the existence of a relationship with actress Jessica Biel. Despite the fact that their previous romantic getaway was in the eyes of the public.

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Captain Clutch gets caught red-handed with a bold lie

In a piece from 2006, People magazine reported and detailed Derek Jeter’s getaway with Jessica Biel in Las Vegas, where the then-couple spent the weekend together. They hopped from one club to another. And many people or onlookers thought they were on a date.

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However, when asked about it eventually, Jeter completely denied it. A question addressing his current relationship status was thrown at him. And when asked about whether he was single, Jeter said, “Hell, yes!”

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Read More: “You’re a Mogul!”- Derek Jeter and Tom Brady Once Shared a Rare Conversation on Retirement While Hannah Jeter Listened Intently

Notably, Jeter and Jessica were in a rumored relationship from the end of 2006 to the start of 2007. Today, Derek Jeter and Hannah Davis are happily married while Jessica Biel is married to Justin Timberlake.

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What is Derek Jeter doing now?

After taking a three-year break from baseball in 2014, Jeter engaged in a bid for the National League’s Miami Marlins in 2017. And after a successful bid, the former shortstop purchased a 4% stake in the Marlins and became a minority owner. However, the controlling owner, Bruce Sherman, eventually decided to promote Jeter as the next Marlins CEO.

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Earlier this year, the former Yankee stepped down from the position of the Miami Marlins CEO. And he’s now spending extended periods of time with his family.

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Watch This Story – From Mariah Carey To Lara Dutta: Derek Jeter’s Star-Studded Dating History 

Is another potential MLB gig approaching Derek Jeter? What do you think?

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Written by

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Mohsin Baldiwala

837 Articles

Mohsin Baldiwala, an experienced MLB writer at EssentiallySports, holds a degree in Journalism and Mass Communications with a minor in public policy. His journey into the heart of baseball is as unique as it is charming, taking root in the quirky universe of 'Seinfeld.' It was through the endearingly hapless George Costanza, a character with his own comedic ties to the New York Yankees, that Mohsin first glimpsed the allure of the storied franchise.

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Abhishek Kumar

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