No way would it be worth a $100 price hike. This FFP pass is only good for 24 nights total, keep in mind a good number of those nights are week nights so knock off about 60% of those. With our 3 FFP+Express passes that we bought we are definitely going 9 nights. I think they are doing pretty good right there along with all the merch they are getting. HHN tickets are also cheaper than a typical day pass. If they increased it by $100 I wouldn't get it, not a chance. The FF ticket doesn't apply to me anymore since we have a family and that means school and stuff so most those weekdays just won't happen.
I'll take another minor price hike if it means that the RoF uncertainty isn't a problem anymore.
As for AP usage, I bet you we have at least 20 folks on this site that go to one of the parks more than 20 times a year. When we had Disney AP we went at least 40 times, staying at a hotel most of them. I would say USR we go to an average of 50 times a year on the low side and stay at a hotel several times as well.