It's an interesting question in that usually BB tries to balance winning now with being competitive long-term. If we decide that, given our track record of drafting offensive skill players, the best way to give Brady weapons is to trade draft picks for them, then we are essentially saying the window is about to close and let's mortgage the future for a run over the next two years (assuming Brady re-signs).
Of course we tried that with Cooks and it sort of worked (he was a productive receiver) although we'd need to do it more than once to really refill the arsenal. My guess is we wouldn't be able to flip Diggs back for a first like we did with Cooks.
I doubt Belichick does that but maybe it's part of the agreement to get Brady to come back. If we do trade for Diggs then I'd be on board. It'd be funny to see the reaction on this board though given how many people here ripped him for "staying out on the field for too long" after making one of the most exciting plays in NFL history against the Saints a few years back.