As a psuedo-Flames fan, here are my thoughts:
I'd be interested in Hamilton or Brodie but not at the expense of Sanheim or Myers. Taking back Brouwer certainly lowers the return. Would you have interest centered around Simmonds + 19 and Hamilton?
The Flames seem really set on an approach of building a core of players the same age. I am not sure they have interest in Simmonds given that he is older than the core, and would be a direct replacement for Ferland. I obviously would consider Simmonds an upgrade on Ferland, but from what I understand; the chemistry between Ferland, Monahan, and Gaudreau is top-notch and they don't want to break up that line.
Bennett is likely on the move, as he's still got a lot of upside but at this point his role on the team is being filled by Tkachuk. I'm not sure what he would fetch but I get the sense Treliving is more likely to try to move him for a pick than a replacement roster player.
You're looking at lines of
Gaudreau - Monahan - Ferland
Tkachuk - Backlund - Frolik
Bennett - Jankowski - XXX
XXX - Lazar - Brouwer
Obviously some gaps but there are a number of prospects/bottom-6 guys kicking around like Shinkaruk, Mangiapane, Klimchuk, Poirier, Hathaway, and Foo with some longer shots like Dube and Phillips waiting to move in.
On the backend it looks like
Giordano - Hamilton
Brodie - Hamonic
Stone - Kulak/Bartkowski
The Flames seem determined to keep Bartkowski in business at the expense of Kulak. They also have Andersson who looks ready for full time NHL action, Kylington is close, Wotherspoon is somehow still in the mix, and both Fox and Valimaki are fast-tracking to the NHL.
So it looks like the Flames are looking to move out AT LEAST 2 defencemen and Bennett. I'd be very surprised to see Ferland moved, but I suppose it's possible. Also looking like they want to add a first rounder, and if they can, one top-9 roster player.
Which is a long and circuitous route for me to convince myself that a Simmonds trade looks possible, and even likely. I hate speculating on value because it's hard to see things fairly but I could definitely see something like
Simmonds + 19 + F prospect
for
Hamilton + Bennett + Brouwer + 3rd
It's a big roster shakeup for both teams but opens some flexibility for the Flames and gets the Flyers younger. Thoughts? Am I close on value on this?