is this a one shot deal or over the course of the season?
As the early part of the season goes on, I try and get people to bite on hype players -- yet I offer fair trades that fill needs AT THE TIME. Hoping that I can slowly accumulate a value advantage --s oemtimes this works, sometimes it doesn't. But I worry less about needs and more about accumulating names, perceived value in the process. Like i traded kaz for tex when kaz had that stretch f stolen bases -- traded bonds and rhodes for pujols, that type of thing. slowly you accumulate enough that you can wow someone with an "overpayment" but really it is a strategic move to put the finishing touches.
So I think two for ones are always about timing, but also abotu needs. I sometimes think two for ones are easier to pull when they have assymetrical talent. meaning a hitter and a pitcher, pitcher and a closer. two hitters for a stud tends not to work as much from my experience. worth a try but can't count on it. I think more so than other trades, you have to overpay so to speak in a two hitters for one hitter scenarios, wheras people have a hard time translating pitcher worth to hitter worth.