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From Alex Rodriguez to the obscure, the New York Yankees front office has sometimes given out some bad contracts in free agency.
The New York Yankees have often had to learn a harsh lesson in free agency. Just because the team does have money to spend doesn’t mean they necessarily should.
Just look at how longtime owner George Steinbrenner utilized the practice from its debut in 1976 and on. The Boss went all-in on the idea of investing money in the team and not relying solely on prospects from the minor-league system, trades, etc.