I wouldn't object to a Vali/Tippett trade. Both organizations could address a perceived area of weakness. And its not as if the teams are trading chopped liver. If someone else emerges in their organization, they still have tradeable assets whether it is Vali/Tippett or the emerging player.
I do place a larger value on Valimaki in that if he was bundled with another roster player, such as Monahan, the Flames could likely fetch a more accomplished (yet still young) player than Tippett.
Another consideration to this proposal, though, and from a purely Flames perspective, is that if we cannot re-sign one of our big guns (Tkachuk, Gaudreau), would a Tippett be able to pick up the slack?
For example, if Gaudreau does not sign and leaves (by whatever means), the 1LW spot is vacated. Tkachuk moves back from 1RW leaving that position vacant and a gap. Do you then move Mangiapane up? Dube? Promote a right shot from the farm?
Are those right shot RW's on the farm better or worse than Tippett? What Tippett has in his favour are two seasons in the NHL. The farm boys, unless they are phenom's, will be hard pressed to win a spot. Unless Tippett is a dud of course.
So, in the end I would go for this proposal. There are too many other variables that could complicate things. In this Gordian Knot, a simple one for one deal from a Flames perspective might be the best.