It's really impossible for us to know how happy him and his family are and what sort of opportunities will come along. Obviously him leaving to coach a Big 10 or NCHC school would make a lot of sense but I could see him leaving for some sort of out left field opportunity. As a coach I think where he truly excels is player development and wonder if an NHL team would hire him for some sort of front office role in that capacity.
I think we agree on almost everything here, Drew. The proactive move to extend Barr with a significant raise (100%?) is a very public thank you from UMaine to the Barr Family, no doubt, and they will no doubt appreciate that gesture - anyone would. UMaine will want to have a laundry list of similar gestures lined up for future seasons - some impacting salary and term, others just for publicly (and maybe even privately?) letting this very valuable asset for the U know he is appreciated and trusted, and wanted long-term. Barr needs only be passingly familiar with D-1 hockey to see that a very good coach can often find a "sweet spot" for the long term IF that's what they're looking for. Parker at BU, York at BC, Umile at UNH, and more recently Bazin at Lowell and Leaman at Providence, each has either spent a generation at their "sweet spot" or will be closing in on that in the not-so-distant future. Is that something that carries value for a guy like Barr? Like you said, who know, but ...
(1) in favor of future movement ... Barr has "gotten around", and has not been shy about leaving one successful project in the works to go build another one elsewhere. Whether this has been because Barr is a "rolling stone gathers no moss" kinda guy OR it was a means to an end, which is finally getting to that HC "sweet spot" - possibly in Orono - well, that remains to be seen. He is an RPI guy, and they'll be looking again soon ...
(2) in favor of no future movement ... Barr has a young family, and some level of continuity likely carries some value, if not to Barr himself, then quite possibly his better half. And the older their kids get, they will probably become more attached to friends, schools, activities, and maybe even watching Dad at that funky rink with the weird roof (and even weirder fans). As to the NHL possibility ... to date, he's shown no interest in pursuing that avenue, and being in his 40's now, most NHL coaches or front office folks are already in an organization by then, and that hasn't been the case for Barr. Also, I would completely discount the NHL front office gig at this point. The entry point salary-wise would be below him, and since he's not already in an NHL organization, he's not focused on pro personnel. Could he be an asset for a draft board? Sure, he could. But overall, he doesn't have that pro background, and he doesn't strike me as one of the stats geek/nerds that are populating front offices these days. He seems to be a people person ... and with that being the case, being a D-1 Head Coach may very well be the pot of gold at the end of Barr's personal hockey rainbow. And having been rejected earlier by RPI, he may hold a grudge there, or maybe just come to terms that Barr is not meant to coach in Troy?
But successful people generate attention from others, because other successful people usually want to surround themselves with successful people. Jobs and job offers will always be coming at him, at least for the next 5-10 years, because that is his career wheelhouse. As he gets older, even if the program continues to be an elite D-1 program ... he may tire of the roadwork - especially the year-round recruiting work, and that doesn't appear to be something that's going to get any easier (it's actually pretty clear it's only gonna get busier) - so other opportunities may begin to appeal to him? But if I were the UMaine AD, I would do everything I possibly could to keep Barr happy, especially for the next 5, maybe 10 years. I think the longer he stays, the chances he leaves gradually drops, if not fades out entirely. So this recent extension is great news for UMaine fans. I'm jealous, I really am ...