My team switched from Debian to Ubuntu a few years back for precisely for this reason: a predictable update schedule. Dealing with support isn't really my concern. I'm able and willing to workaround whatever edge-case issues arise, but when I deploy an OS on a box I need to know how long I can plan on the core OS elements being updatable. I need to be able to schedule mass OS upgrades months in advance. Ubuntu provides that capability, Debian has not. Though it sounds like Debian has woken up to this issue and is finally addressing it.
