I think what HYP is shown is that community activity is #1. Who'd have thunk it? 
That community involvement only matters in the long run if there is also a good technical background. Doge only has the first one and, especially after Zer0sum's post on the ANN, I'd like to believe we have both 
The max generation by definition is when each stake will be 1,000 HYP, thus hitting the ceiling each time. Right now we are about halfway to max generation. I don't think we will hit max generation for a long time, because people will always be trying to size their blocks small enough to get rewards that are less than 1,000. I think what really is going to happen is that there will be a fight to stay under max generation, this will mean smaller blocks, and smaller blocks will mean higher difficulty.
So best thing is to keep an eye on difficulty for now.
Interesting. This would mean the network will become more and more secure with time. So the HyperStake network could be used for 2.0 uses (storing data like contracts, for instance). I like it.So best thing is to keep an eye on difficulty for now.
Update: I edited the Wikia article on max generation.