For me, (and not to detract from my campaign to inform all of you why if my team isn't the 'toughest', you're wrong)
Davinci is the Michael Jordan of smart men. He could design anything, do anything except mack the honeys and box.
Michaelangelo was all-NBA talent, but he wasn't on MJ's level.
Bill Russell is head and shoulders (metaphorically, physically, spiritually) over Phelps
Jefferson tops Jackson by a country mile
Leprachauns by definition have to be smarter than Golems on the surface, but really, are they? You can tell a Golem to do anything, and it can do it. Its powered by God's word.
Basically the only thing Golems lack is free will. Leprachuns are more likely to make a fart joke than do something really intelligent. I pass on this one.
Red Auerbach outdistances Brian Scalabrine as far as anyone outdistances anyone here.
Bruins Bear = Mortimer McPestle. You just drafted a guy in a weird suit. You both have guys in weird suits, unless the Bruins bear is actually a bear.
I'd slightly favor Tupac over Q-Tip, but only slightly.
Dude Love>Whoever your guy is. Dude Love is Mick Foley. Mick Foley is wicked smart.
Dexter ober Mackey
Lincoln over Santa Claus, but not by as wide a margin as you may think. For hundreds of years Santa Claus has orchestrated and managed an outfit that morally judged each individual child, coordinated travel across the world to millions, nay, billions of stops, and on top of that did it without computers. And he does that each and every year.
Honestly I have to think there is some real merit to arguing Santa is the smartest guy on the list not named Davinci. Santa Claus over Lincoln, changed my mind.
Redz has more wins and has the smartest dude.