There are a large number of religious Jews (especially chareidim) who have YouTube filtered. Whoever launches a “kosher video” platform will get significant traffic from the same demographic that YWN ostensibly serves.
The question, as you rightly point out, is how much of a headache is it? I suggested investigating whether there is an alternative video hosting platform that is more suitable to filtering (blip.tv, vimeo etc.). Some of them offer proper revenue share or Pay per View, and most of these don’t have ridiculous prices for annual subscription to premium features.
The real problem is that YWN Videos, Gruntig etc. are merely aggregators of YouTube videos of Jewish interest, they don’t upload the videos, much less host them. The challenge would be to encourage people to upload to an unfamiliar provider or, the Jewish video platform takes on the “headache” of copying videos over to the new provider (copyright permitting).
It’s possible there is a real market for an actual Jewish video host (rather than choosing an existing providers), but that probably isn’t in YWN gameplan. If someone else does, the likely route to revenue would be video ads (visions of Feivish appearing before each and every Rebbe Mitzvah Tanz video). I just hope that if it is done, it’s done properly not like the many fly-by-night chareidi startups that don’t have a proper business plan or technical experience for such a project.