You can make an argument on every draft about guys getting drafted behind certain guys turning out better.
Brown turned out to be a good pick in the middle of the 1st round, playing a top 6 role on cup winning teams and playing over 1100 games in the NHL while also being a captain.
And if you're just looking at the picks themselves, Brown would be at worst the 5th best player among the players taken 10~20. And Boyle would be the 4th best player from picks 21~30.
Yea I know 4th and 5th are not the model you're looking to achieve.
And Boyle was a failed project with the Kings and you missed on two other high picks, but not a complete disaster you make it out to be in terms of the end result.
I don't have a problem with standing pat and taking the BPA. Theoretically, they could've taken Perry, Bergeron, Weber with those 3 picks without moving up/down.
The real problem was the poor scouting and team vision (ie wanting to draft big centers and projects).
But like you said, the lack of results with those two late picks and the 2nd did lead to DT's demise.