Over the years of his playing career, Derek Jeter established a reputation of loyalty, calmness, composure, and respect. However, at the same time, the Yankees captain stood as a competitive, intimidating, and headstrong character whose end goal was winning the game. This attitude of Jeter discovered a strong spot in the hearts of New Yorkers, which is enough to explain his massive fanbase even today.

However, back in 2007, Derek Jeter, popularly known as Captain Clutch, found himself on a problematic side of the law after he made a whopping $13 million property investment in New York.

The New York taxman once followed Derek Jeter in a residency battle

As reported by the New York Post in 2007, the former Yankee shortstop and five-time World Champion owned an off-season house in Tampa, consequent to which he claimed residency in Florida for the longest time.

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However, the New York State Department of Taxation and Finance claimed that the shortstop is a Manhattan resident. And in return, they demanded taxes and interest from 2001 to 2003. Moreover, the debt amount is summed up in millions.

Resurfaced Photo of Derek Jeter Enjoying the Traditional Thanksgiving Parade Long Before Becoming ‘The Captain’ Enthralls MLB Fans

The trigger to the case was Jeter’s apartment purchase at Trump World Tower in October 2001. Eventually, as reported by ESPN, Jeter settled the tax dispute with the State of New York, details of which are unavailable on the public record.

A spectacular career in the ballpark

Jeter’s career redefined the idea of loyalty, competitiveness, and a spirit that every opponent feared. In 1992, he decided to quit college baseball and entered his name for the MLB drafts. The Yanks, at six, drafted Derek Jeter and signed him with a big $800,000 bag of money. In three years, the former Yankee made his Major League debut in Pinstripes and spent the rest of his 20-year-long MLB career with the New York Yankees.

After hanging up his cleats in 2014, Jeter already had five World Championship Trophies. And 14 All-Star appearances, five Golden Gloves, and five Silver Slugger Awards. Moreover, he also won the MVP award in 2000, and the Roberto Clemente Award in 2009.

Three years after his retirement, he made his way to Monument Park when the Pinstripes front office retired his jersey number two. In 2020, he was written into the MLB Hall of Fame with a record-breaking 99.75% majority.

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When all’s said and done, what did you think about Derek Jeter’s legendary and memorable career in the park? Let us know your thoughts in the comments below.