This trade is based on trade rumors from Nick Kypreos that links Toronto trading for Matt Murray. It didn't make sense if they send Freddy Andersen straight up. So I combined with another trade rumor linking Toronto and Edmonton for an Adam Larsson deal for either Andreas Johnsson or Kaspari Kapanen. Edmonton who is in the market for a goalie after their falter in the play-in format, makes sense to take Andersen. The trade however get complicated when you need to tie up all the salary caps and who each team are also interested in dumping.
Toronto gets Larsson (D), Murray (G), Kassian (RW), Benning (D) - receives defensive defense men they needed, a cheaper starting goalie and grit sandpaper bottom six forward in Kassian. Fixes a lot of needs immediately. The Leafs also free up salary in this trade while giving opportunities to young players. I see the Leafs rumor to sign Joe Thornton for the minimum as likely after this trade. Thornton on third line and Spezza on forth line. The Leafs will not be done yet after this. I see Toronto sending Kapanen to Anaheim for Josh Manson thereby making the blueline even stronger.
Edmonton gets Andersen (G), Johnsson (LW/RW), Johnson (D), Marincin (D) - solves their goalie and scoring skilled forward need that can play with McDavid. They get to swap Russel and Johnson who are not fitting with their current teams. This deal opens spots for Broberg and Bouchard to now join the big club while gives Caleb Jones a full time on the top 6 defense line.
Pittsburgh gets Kerfoot (C), Dermott (D), Bracco (RW), Russel (D) - receives a scrappy third line center, a young defense men in Dermott, a skilled prospect forward that can play with Crosby or Malkin in Bracco and another veteran defense in Russel. They were bound to lose a goalie for nothing on the upcoming expansion draft, with this deal, they don't have to fear this anymore as they will protect Jarry who is now officially the starter. Overall, the Penguins got a lot younger in the trade and hope the youth can inject much needed energy in this team for next season.

The point of moving Johnson would be for Pittsburgh to dump a bad contract. You then give then Russell and Kerfoot. You top it off with a 6/7D and a very good AHLer.

Literally 0-for-4 and that return for Pittsburgh. Flip Kerfoot to Kapanen to start. Both for increased value and Pittsburgh would want a RW much more than a LW.

Actually, just that move alone makes this an open discussion for Pittsburgh. A forward that could actually help as opposed to just stuff.

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Thanks YoJimbo for your idea. I have updated the trade and here it is. https://www.capfriendly.com/forums/thread/351341?post_id=1642795