I've been using Cakewalk products since Pro Audio 6. They've added a few features and changed things a little since then.

What little I know about music recording and mixing I've learned almost completely in a Cakewalk software environment and I'm pretty comfortable with it. It's pretty much the center of my work station in most instances, all though I do use it a lot in conjunction with Maschine these days. I'll often use Maschine as my ideas/brainstorming lab, and then bring things into Sonar (with Maschine as a plugin or by exporting MIDI) to flesh them out and really get into the details, and of course to do all the audio recording that's longer than sample-length. It's a great system for me, and Sonar is where it all gets pulled together. I couldn't see switching to anything else at this point.
Well, I still have a copy of Abelton Live Lite on my hard drive I've never really checked out...