If the Sox started 0-100 and the Cubs 100-0 I would still not root for the Cubs. It's ingrained in my DNA. The only acceptable time to root for the Cubs is when they are playing a team that is jockeying for position with the Sox.
Angels, Orioles
Cannonballers, Dash, Knights
Got big into the Bulls last couple years after never watching basketball most of my life. That may have been a mistake however knowing who's at the top.