And more importantly, there's an expectation in this league that everyone fields a full MLB lineup (starters at nearly every position, 3/4+ SP, a few RP, at the very least).
Rebuilds can be difficult in this format, for sure. Everyone rebuilding should have learned from Boxy's mistakes. Cycling down for younger core pieces currently in the majors is the way to go, like you did with the A Gon trade. Really, you can only afford a couple of trades for bulk MiLB assets, and then you're full up.