If the Cubs finish what seems like has been their destiny this season and win the World Series, does that earn Theo a place in the Hall of Fame as one of the all-time great general managers in baseball? Even though he's Jewish, I'm sure enough fans in Boston and the north side of Chicago could plead with the Pope to consider him for sainthood ...
Even if they don't win the series, he should be in. Resurrecting two moribund historical franchises in less than 5 years to be perennial contenders should make him a slam dunk.
Actually, I think they'll win one sometime soon, I just think that in handicapping the playoffs, I'd take the field over the Cubs (or any other single team)
There's a long way to go for the Cubs to win the World Series. Anything can happen in the short sample of playoffs. It seems like the Cubs winning the WS has been predestined since the spring -- but it's not that easy. That said, yes, if they win, he is unique among GMs and HOF material.