I was a long holdout on 8.5 as the forum here seemed to be alive with issues when X1 and then X2 were alive.
I bought a Roland Keyboard that came with X1 LE and never really liked it or used it, but then they sent me a upgrade deal for X3 studio for only $99 so I grabbed it and found it was now a stable version of Cakewalk and have never gone back to 8.5 since.
One deal leads to another and I then grabbed Professional and later Splat and now very happy with CbB.
As said there are new features that I could never be without now.
Defiantly addicted to the simplicity of using Pro Channel for basic channel strip tasks.
Defiantly could not live without being able to convert a Audio Bass track into MIDI.
Don't use it much but Drum Replacer was also an asset for me.
The new way Piano roll works and all those pretty colours too.
I think starting around Spring this year I have never had any weirdness or crashes using what ever the latest version is. I've even returned to using a few 32 bit VST's without issue now.
I do think the focus has been on making Cakewalk stable and they seem to be getting this right ( finally).