You're right we would, but its a rabbit hole of ifs. Maybe the team isn't in a spot to draft McAvoy the following year. Maybe those guys don't pan out in Boston like they did the teams that drafted them because they have different roles/responsibilities in Boston. Every trade, signing and draft post that 2015 draft is out the window because of the ripple effect it would have had not just for Boston but all the teams involved.
As for the value of picks, again their scratch tickets (no matter the team). Many times you'll end up with nothing, if you win, you likely get the value back, and if you're really lucky you win big. The odds of getting an impact player in the last 1st and 2nd round is extremely low. If you look at a guy like Trent Frederic, he's around the average of what you can expect to get if you actually hit on the player in his draft slot +/- 2 spots.
Don't believe me, go back, look at the drafts from 2015 to 2021. Specifically late 1st (23rd+) through the 2nd round (when these picks would be). See how many impact players you identify vs how many guys that were actually drafted. By impact players, let say legit Top 6 forward Top 4 d-man. Not those guys who are "middle six" or "bottom 4" and can float into a larger roles in a pinch.
Go back and look at why TBL was successful for the run they had. They weren't afraid to trade picks for players that could help them win now. Florida brought in guys like Reinhart and Bennett by dealing away 1st/2nd round picks.
