The New York Yankees are about to embark on their most important offseason in years.

They just sat back and watched their biggest rivals, the Boston Red Sox, complete a worst-to-first turnaround and win the 2013 World Series.

With several major contracts coming off the books and more than $80 million to spend on free agents, the Yankees have the opportunity to right the ship quickly.

The key will be avoiding the bad contracts that have plagued them in free agency past.

I have a strong feeling that general manager Brian Cashman has learned from his mistakes and will approach this offseason very carefully.

The Yankees have plenty of holes to fill and they need to sign players to fill them.

However in the cases that follow, no contract is the best their money can buy.

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