I know you were asking Ryan this, but I thought I would I would give my 2 cents on it.
I think the succes level for motorized boards remains low because what is currently available is for the most part, junk. Wheelman's/bushpig (nitro isn't around anymore) are alright, but have you ever seen any of the motorized boards that are for sale on ebay? They are horrible. I got one, and it was junk.
Also, for the most part, motorized boards don't get much coverage. If they got more publicity, I think they could be much more popular.
I have noticed that there have been many variations of motorized boards that have come and gone. Perhaps no one is marketing them right?
You said that you noticed that somehow it isn't going anywhere, I agree with you, it really doesn't seem to be going anywhere. Perhaps it's because their isn't much competition, so no one is pushing forward?