I am starting this topic here because it might always evident for use to communicate on IRC and at less here of decision will documented. Right now I am on favour of going for latest and releasing more often something every 2 or 3 month until it is possible to do it monthly. You mention "we need to talk about quarterly vs, latest ... and make a decision" and "unless we want to support both

" Supporting both could be possible but it could be to much work and I would prefer to go back to latest I have upgrade my machine to latest and did not had trouble doing it all was fine and it is considering that I did not update any pkg since I did that installation, FreeBSD latest repositories seems to me to be more stable that it was in the past.
Also if we release more often new version new comer will get a more up to date system which will limit the problem of upgrade. The big thing right now is I am working on way to push GhostBSD update and upgrade from GitHub and when the GhostBSD repository is ready. All the change could push from GitHub ports until the repository is done, convbsd made this possible with out me noticing it.
Any way I have two thing to finish before releasing a real alpha, after those change all user that will installed alpha will receive bug fix and change in a update, they will not have to reinstall GhsotBSD and they will get those way before we release the next dev release.