buddyspencer More than a bit, unfortunately. When we moved from Bugzilla + cgit to Phab in the first place it took 2-3 weeks for the initial move and about a year before we actually got into the swing of things.
With Bugzilla, all of the issues and patches were submitted through the same system. Which was messy and hard to keep track of. When we moved to Phab, we initially handled patches with Tasks because that was the same workflow. When we finally embraced Differential's patch system, life got a lot easier. Arcanist also made it much easier for people without extensive knowledge of Git to automate creating feature branches, squashing commits, and a few other things when creating new patches. Differential also has Stacks which let multiple patches across several repos to all be conveniently related to one another in a dependency graph, which makes our job when landing patches a lot easier.
When it came to tasks, we didn't even bother migrating issues over because it was going to be too much hassle. That's a lot of historical discussion lost. With Phab we actually have even more history because of how much more approachable it has been for all users, especially ones with less technical knowledge. So I think there's a lot more motivation to somehow preserve that moving forward. Tasks on Phab can also share dependencies across projects and hold references to patches or commits. This is another feature which can be hard to replicate on other systems.
Moving from cgit to Phab's Diffusion was actually probably the easiest part of the move, with the Conduit API being a huge boon for us. I can only hope that we have as easy a time elsewhere.
So, yeah. Fingers crossed that someone steps up to maintain Phab.