This is the "dream" season, when you rebuild and win with kids.
I mean there's no age on this team:
Santana (32) - easily replaced when Hoskins moves to 1B unless Listi is for real
Florimon (IR)/Plouffe (32)
Hernandez is the only other "old" player at 28.
Arrieta (32) - pitchers are lining up to replace him in two years if he falters
Neshek (37)
Hunter (32)
Garcia (31)
They're not just playing well, they're playing well with young players they can easily afford to extend, and a farm system that is building depth throughout the organization, not just from trading veterans for prospects. This success is very sustainable for an indefinite period. And they'll have excess young pitching this winter to trade to fill any perceived holes.
This puts Klentak in the catbird seat, he doesn't have to do anything, he can wait for the right deal to come to him.