Yeah the right side is really only one in question this season... stecher and tanev are both question marks.
I think Sweeney is posturing with DeBrusk (RFA) and values Carlo too much to move him for anything but a proven, young top 6 winger).
I wonder if this will be a lower tier trade. Connor Clifton is a really intriguing player. In fact I love the kid. He plays with "truculence" as Burke-y would say, hits way above his weight and he is a great value. He has offensive upside. If unleashed, he can be a rushing D and one on one threat. There is also John Moore who can play both sides. I don't know if Benning is looking at him though, but he is a pro.
Just saying, this might not be a massive blockbuster but there may be a move where the Bruins deal from a position of strength a younger guy or a veteran who can play RD and they get back picks/prospects or a usable player.
Sweeney is pretty smart and knows Benning well. If there is a deal I am sure they work together, but I wonder if it will be for higher tier players.