It's not 5 picks/swaps but would definitely do 2 picks and a swap for Brogdon or Jalen Brunson in a sign and trade.
How good is Jalen Brunson?
I am happy with him as a solid starting PG. Maybe a top 20 PG. Do you think is fair? Do you think he is better than that?
I see him more as solid and dependable than something special.
I think he has room to grow and his game is stifled a bunch by playing alongside Doncic. I think he will become a top level floor general and I think his leadership and toughness are qualities that would shine here in Boston alongside the Jays.
I've preferred a more swing for the fences approach of going all-in a big time star like Lillard to make a Big Three ... but if that were unavailable, going after two more pieces that are quasi-stars or low-level stars (below All-Star level but clearly very impactful) is my second choice.
So the question I found myself asking myself is "Is Jalen Brunson a quasi-star?" and initially I was quite against the idea of that but after reading your post and sleeping on it overnight, I'm onboard. I think you're right - that there is more there in Brunson if he got away from Doncic. I have enough confidence in that to trade 2 first rounders (and a swap if needed) to get him here in a sign and trade.
I like this idea. It's more of a step-by-step building like the Raptors did when Masai Ujiri joined them before finding the home run move with Kawhi. Just add good quality players who can be long term pieces.
I am less keen on Brogdon because of his injury proneness.
Edit: I like the chances of Brunson being a top 15 PG maybe becoming a top 10 PG. That is worth betting on. He is a guy worth betting on.