The most similar that I recall was a funny one. Alex Gonzalez (Marlins shortstop) was most similar to Alex Gonzalez (Blue Jays/Cubs shortstop) for many years. Since Marlins Alex played a little longer, he messed it up and now Blue Jays Alex is his #4 match. But, when you have a similarity score that is over 90%, both play shortstop, both play in the same era, played against each other in the classic 2003 NLCS between the Cubs and Marlins, and both have the same name... well, that's hard to beat!
By the way, although Alex Gonzalez hit only .228 in 2003, and Alex Gonzalez hit much higher at .256, in that 2003 NL Championship series Alex Gonzalez significantly outperformed Alex Gonzalez with 8 hits to 3.
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