We've mentioned the 1914 problem in a different topic. I think it will continue to be a problem because they decided to double-down on the 'generations' teaching with that silly overlapping generations explanation. They could have reported on new light that taught them that the generations explanation from Jesus did not have a present-day fulfillment.
It would have been simple and easy to understand, and then they could gauge the reaction of the rank and file and see if they needed to receive any more new light after that. The overlapping generations teaching means that, as more and more years pass, they have to keep wrestling with it. It would have been one thing to say hey, we had the dual-prophetic fulfillment wrong. It's much harder to have to explain why you then came up with that awful explanation.
Between that and the easing of obligations for physical attendance and door-to-door work, I can see them going either way in terms of how many people join or stay. But I have no idea if they will be able to keep enough money coming in to support operations at Ramapo.