-You won't get rich working at the NHL. Sports doesn't pay well. I was underpaid when comparing my job title to that in other industries.
-Getting fired is virtually impossible. While some may view that as a good thing, that means that people who should have been gone a long time ago still have a place at the NHL. I am no advocate of people losing their jobs, but I've worked with people who would have been terminated at other sports leagues much less anywhere else for the things they did while on the clock.
-You can feel overwhelmed by small staff size. From what I have seen in person out of other sports leagues, the NHL pales in comparison when it comes to personnel.
-The NHL doesn't have the autonomy the other sports leagues do. Again, unlike the other leagues, everyone is in one building from the commissioner to legal, so everything is magnified to a greater extent.