Anchored by Jake Tapper, The Lead airs at 4 p.m. ET on CNN.
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During Derek Jeter's historic 17-year run as shortstop for the New York Yankees, he's racked up five world championships, and more than 3300 hits. And that's just on the field. He also has all-star status on the red carpet.
But with a season-delaying ankle injury and many of his closest friends retiring from the game, the 38-year-old is starting to plan for when he too eventually steps away from the diamond.
Asked what is scary about the thought of not being in the game down the road, Jeter said, "I don't know if there is anything scary about it."
"I'm pretty sure I'll be involved in the game in some facet. I wanna own a team someday, that's my next goal, but I don't know if it's anything scary," added Jeter.
Becoming a player-turned owner would put him in some pretty good company. Basketball legend Michael Jordan bought the Charlotte Bobcats. Magic Johnson now owns the L.A. Dodgers.
The Yankees, he said, are too expensive, not that he's shopping.
"I don't know if you pull out a catalog and pick your team and buy it," said the New York Yankees shortstop.
The Yankees, of course, will likely remain in the late George Steinbrenner's family. But Jeter said he'd like to bring a little bit of the boss's touch to whatever team he eventually buys.
"I'm a little biased but I think I've played for the best owner in sports with Mr. Steinbrenner, and I've learned a lot from him," said Jeter. "We may have different styles of ownership, but I would look forward to it. It would be challenging. I think it would be very interesting and educational."
Steinbrenner was notorious for yelling and firing people, is that the boss Jeter wants to emulate?
"I still gotta hire people so I don't wanna tell you how bad I'm gonna be before I hire them," Jeter said with a laugh.