> Besides, the "effort to upgrade our Goobuntu fleet usually took the better part of a year. With a two-year support window, there was only one year left until we had to go through the same process all over again for the next LTS. This entire process was a huge stress factor for our team, as we got hundreds of bugs with requests for help for corner cases."

Ummm.. No? Ubuntu LTS has a 5-year support window. Not 2.

Or maybe it didn't all the way back then? I don't recall.

A rolling distro does make sense though. Especially in a large org where you have a relatively homogenous usepatterns. All the edgecases you can find centrally and pre-empt them before rolling out the updates.