Let's say the next 50 years and I'd say the odds would favor it happening. Just the fact that they have and should continue to have the ability to have a top 5 or so payroll. Even if they mismanage it a lot, odds are they'kll spend it wisely at some point. Nonetheless, they are somewhat bogged down over the next 3-4 years with bad contracts (Soriano and Zambrano). Starlin Castro, the 20-year old SS battling for the NL batting crown, is a real bright spot though and would seem to be good for a long time, and cheap for several years.
At even money over the next 50 years, I'd bet on yes (especially if I can bet on credit and it's graded the earlier of a WS win or 50 years heh).