Technically A-Rod has received the two top contracts in baseball history, however he opted out after the 2007 year for the 1st one, so really it was a 7 Year Deal worth approximately $158 MIL that was paid out to him between 2000 and the end of the year in 2007.  Rodriguez contract from 2008 - 2017 also includes $30 MIL worth of player performances for passing milestones.
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