I do believe it's easier if plotted time before. Like, you have to think what kind of bull market or level of adoption you'll need in order to feel at ease on changing your personal situation and making bigger moves with less uncertainty. 
I do believe this moment is different for everyone, but I also think generally the probability of that to happen increase exponentially after 2 cycles you are in at least, so like when you are approaching the third one.. and I am just guessing and make some random prediction as I am not there yet, not even had a full on cycle.
I would say when your dcaing does not move meaningfully in % of your stack, that means your average cost is so far from actual values, you will probably be fine just being on a bitcoin standard forever.. again, just guessing.