I think it's important to remember the 'The Flyers' themselves aren't paying Pronger. The insurance company that had the policy to cover Pronger's contract is paying Pronger. A team giving out a huge contract will always cover it with an insurance policy in case of something like the concussions Pronger suffered happen and he cannot play.
So, Pronger gets his check and the Flyers aren't involved. I see no reason for Pronger to owe any more loyalty to the Flyers than he does to the Blues or the Ducks. He moved out of Haddonfield and back to St. Louis so he isn't local anymore. The only real issue I see here is the Flyers not being able to get out from under that 4.9mil cap hit for this season and 2 more - that is a tough pill to swallow for Philly. I know Philly doesn't wish him anything but the best, but getting out from under that cap hit would certainly make them a different team and they know it (we ALL know it).
As for the NHL job, I don't think it was a good idea for a number of reasons. I seriously doubt he will be making any decisions at all by himself (except when the menus go around the office at noon) so I don't know that there will be any real conflict of interest. That said, if he isn't running the department, what is he exactly, a gofer? Someone who is going to go over tapes daily to determine what needs to be looked at by the head of the department? Call me crazy, but I don't see how a guy suffering post-concussion syndrome makes a good choice to sit in front of a wall of TV monitors on a regular basis. Is he going to be some sort of liaison with equipment manufacturers? Clearly a background in engineering or physiology would be more valuable there than the ability to clear the puck out of the zone.
So, what exactly does he bring to the NHL Department of Player Safety that a ton of other people couldn't do instead, and likely better given his medical circumstances? There doesn't seem to be a good reason for his hiring other than the NHL wants another "name" working for them. Outside of PR I don't see the value in him for the league, and given the questions his hiring has brought up I think it's fair to say his value as a PR guy is questionable as well.
I don't have a problem with any of it personally; the man gets paid like his contract said he should, the Flyers pay the cap hit they are obligated to (like we pay Kovy's) and his presence in the league office will mean more Pronger autographs for the kids of the secretaries. No affect on us all in all (IMHO).