Thanks for all the thoughts guys. It's true, encountering randomly missing features in a fairly expensive product DOES make me want to upgrade, but it also makes me want to gripe. I'm basically locked into VW because of the industry I'm in (entertainment), but I'd certainly explore other options if I were able to.
I hope the CAD industry in general gets a little more of the spark from faster, cheaper, nicely designed, user-friendly software vibe going around other spheres of production software.
Jumping from Illustrator or Lightroom over to any CAD package feels like stepping back in time 25 years, when the user was expected to adapt to the software, rather than the other way around.