Here are some things I came up with... Who knows how good they are, as again, im not really a fan of these teams:
1). Carolina would like to improve its goaltending, Pittsburgh would like to get younger and needs help on D.
M. Murray <---> J. Bean. (Carolina would then have too find a way to dump one of their spare goalies, but I'm not including that as a return piece in this deal because Pittsburgh wouldn't have the room.)
2). TB is in cap trouble, and needs to move salary. They likely really want to keep Sergachev/Cernak and Cirelli. They likely are going to have to move Killorn/Gourde/Johnson. Johnson did not play that well as of late, so I will not include him in this deal. Calgary needs to shake things up, and has been pondering moving its star players. I suggest going the opposite way, and paying for some win now players and giving up some futures.
A. Killorn + Y. Gourde <-->. 2020 2nd, 2021 2nd + Sam Bennett.
TB would be giving up good players, on solid deals, so it will cost Calgary something. I think Calgary has the room for these players if they weaken their D core a little or sign their UFA's cheaper (Brodie?). In either case, would be interesting to add a lot more firepower to Calgary's offence.
Feel free to tell me how far off I am on these deals. But I was focusing on team needs, and may be a little off on value and Cap room.