39. Luis Tiant

Active: 1964-1982
Teams: RedSox/Indians/Yankees/Twins/Pirates

Badass delivery, badass 'stache, and badass post-baseball career: running a cigar company. Yeah, Cal Ripken was a better ballplayer, but Loo-ee's on the list and Cal ain't, mostly because we'd rather smoke stoogies than teach our kids the fundamentals.

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