I think the reigning champ in that regard would have to be Brian Sabean. Guts of a burglar, a lot of unconventional big money decisions that are paying off, pulling off deals (Pence), developing and finding good pitching, and a couple of titles this decade. Smartest thing this year was sign Huddy, who has been awesome, and has also been invaluable in helping Tim Lincecum reinvent himself.