Reasons I started this thread:
Kessel and Skinner, both scoring. sniping wingers. Similar skill sets
Both were expected to carry their teams as such, with poor centers. Both went somewhere where they weren't the focal point, with much, much better centers. We saw how that worked with Kessel.
Kessel to Pittsburgh, Botteril from Pittsburgh, Skinner to Buffalo. Pretty sure Botteril remembers how well Kessel worked/is working in Pittsburgh, and tried to replicate it