Yes, I would take that in a heartbeat. I lived through all the Brewers crappiness, and the Packers crappiness too. It's no fun having crappy teams, I admit that, but if the payoff is a title or two, during that time, I will take it. Look at the Bucks, went all in, won a title, got bounced in the 1st round this year, doesn't phase me one bit(although admittedly, I am less of a Bucks fan then Brewers or Packers).
The thing is, there is likely never going to be a title if at some point you don't "go for it". Remember the 82 Brewers? Holy hell was that year fun, the trades Harry Dalton pulled off...I'd love a deadline like that again in Brewer history. They didn't win a WS obviously, but damn was that year fun, and the players they acquired will never be forgotten. Don Sutton, Rollie Fingers, Ted Simmons, Pete Vuckovich. Damn! I do remember people fretting some about trading the "hot" brewers prospect David Greene. How'd he turn out?