dugbrandon wrote: Is it reasonable to think that I could get studs for below market this year and go for the win this year and not worry about future keepers?
Yes and No. Your strategy is right on
Draft for today, However everyone will probably follow suit so don't expect to get studs at or even below market value. The way you have your keeper rules set up with set annual increase per position really handcuffs you into keeping rookies or really under valued/bought players (BTW there is nothing wrong that, just a different way of implementing a keeper system that does not hoard studs).
If I were you I would target one or two rookies (depending on your roster size) and see what other bargains falls to you. My tip for next year is that if you don't have a great bargain on your hands throw them back into the FA pool. In the end of the day it's like anything else... cash is always king