Easier said than done to get rid of $12M worth of bad contracts

Pearson and Myers will be easily movable. Dickinson might need a small sweetener added but it's very doable

How would they be "easily movable"?

Kulikov who is a defensive dman like Myers but younger and 4M cheaper got moved for future considerations
Bjorkstrand who is way better than Pearson and had term was moved for a 3rd and 4th
No team is going to take on Vancouver's trash without incentives

RHDs are significantly more valuable. Bjorkstrand was obviously traded for pennies on the dollar because they needed the cap space. They aren't gonna get a crazy return but they are both movable.

Hoglander and Dermott have little value to Boston while the picks are 2 and 3 years out from being made. Likely that means those picks are 5+ years from being on an NHL roster. What's Boston Incentive to do this deal?

This takes place next offseason first of all so it's 1 and 2 years out from being made. And the incentive is to get younger and rebuild after Bergeron and Krejci retire.

Vancouver also needs the cap space to sign Weegar (in this scenario).
Both are movable if picks are attached
You can't throw logic out the window just to favor Vancouver

Ok so still 5+ years from likely being on an NHL roster and that's assuming either pick hits. This has the Bruins trading a 25yr old Top 4 RHD about to hit his prime and signed to a good deal for 4 more years and in return get magic beans and two players they don't need.

I think typo in title , you meant playoff contender ? Leaving aside chicanery to offload your garbage…No way this is a Stanley cup contender, not one elite forward on the team - basically same guys that just missed the playoffs and finished bottom half in every team offensive metric