I'd love to see a masters video series, or some shit, but if I want to see old dudes fucking around on small obstacles without the benefit of editing, I'll just turn the camera on myself.
Besides, if I head to any regularly occurring curb session, I likely to run into a bunch of "Masters" age former pros anyways.
In short, good luck getting up a sizable enough viewing audience to make such an endeavor financially viable.
I am in favor of the idea, though.