I don't think adding a star skill player on offense ever hurts. Remember when the Vikings had Chris Carter but then added Randy Moss to the mix? That only helped them.
Yes you can win by paper cuts as Brady has shown. But that does increase the level of difficulty by requiring nearly perfect execution by the QB over long multiple play drives. He was responsible for lifting the team with his play rather than having reliable mismatches to help him out of tough spots.
I think adding Gronk to the mix as a mismatch nightmare really helped Brady out in phase 2 of the Dynasty. That's another 3 Superbowl championships added to our Trophy case.
Right now Diggs is exactly what we needed as a WR1. He's not as good as he was in his prime but he brings leadership, experience, and savvy. He also elevates his play in the right spots. I don't think it would hurt to add to the WR depth with a youngster capable of taking over that WR1 mantle once Diggs starts to lose a step. In fact a young growing star wideout would benefit a lot from Diggs mentorship at this stage of his career.
That being said, I still feel like Round 1 is going to be reserved for a pass rusher. That's a huge need next year even if we resign Chaisson to a reasonable deal. Round 2 is where the scouts are going to need to do their homework and earn their money. We haven't had a hit at WR for a long time.
I feel like Boutte is a fine candidate for WR2 and he's getting better every year. Kyle Williams is not there yet but he's a fine 3rd WR as a downfield threat. When Maye completes a couple of long passes to KW, that changes how the entire defense plays. I still feel investing at WR is a good use of draft capital. We only need one more prospect but if he's a good one, that could help this offense reach critical mass.