I don't know if it's that baffling. It doesn't always fit any simple "go big", "go cheap", or "rebuild" narrative, but I think there is a pattern. I am not endorsing the pattern or the moves, but it's there. They like to make deals early, and they don't really care about having elite players/prospects and prefer a more even talent spread in their roster and organization. I think they'd rather have a stable 80-85 win projection every year, and give up some likelihood of 90+ win seasons in the process, but also reduce the risk of bottoming out with sub-70 win seasons. Similarly they like to keep payroll steady, although they are not overly concerned with either buying or selling for payroll reasons. So, when they look like a WS contender in early July 2014, they use their elite prospect (Russell) to add 2 SP well ahead of the trade deadline, the better of whom could be flipped again in the offseason or will eventually return a comp pick. Then at the deadline, they exchanged 1.5 years of Cespedes (whose contract forbids a qualifying offer and thus no comp pick) for 0.5 years of Lester and Gomes. Then, early in the offseason, Donaldson and Samardzija are both cashed in for multiple players at different stages of readiness/contribution, including a ready SS and catcher. Then extra catchers and another SS prospect are sent out for comp-pick-eligible Zobrist and a few ready pitchers, with Clippard and Butler helping fill out the roster. Current payroll remains the same, projected payroll is probably mostly unaffected too, I'd guess. Again, not an endorsement of any of these moves, but that's the pattern I see. Not that much different from moves they've been making the past 10 years or so, except Russell and Donaldson are generally viewed as better than Carlos Gonzalez, Gio Gonzalez, Dan Haren, etc. I am sure it is frustrating for their fans at times, but it's certainly interesting for a neutral observer to watch!