re: Mike Trout signs 6 years $144.5 mil extension

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this is not why Cabrera got such more money. Exactly, and Miggy has never had a season as good as Trout's past two IMO. If both were totally unrestricted free agents and both player's only goal was to maximize dollar value, Trout would have gotten a bigger contract than Miggy. And if he would have signed for enough years, it could have approached half a billion.

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Then why is Miggy's deal more than Trout's?

There are a lot of ifs in your statement. But yes, coming off the past two seasons, if both were free agents Trout could probably have signed for more money than Miggy.

The odds of Trout being better over the next six years are pretty good, at which point he'll probably sign a bigger deal than Miggy's.