You know, there's been all those rumors about Logic being abandoned by Apple, and, in all honesty, as long as they'd simply update it to run on newer OS, I could be happy w/ it as is for a long, long time.
I try to ask myself what it is that I'm trying to accomplish, what it is that I'm looking for, and in 90% of the case, I don't
need another piece of software to do it
I do keep myself busy constantly learning, though. I've recently completed the first certification book and will start the second one as soon as it arrives. I also buy different books about it, video tutorials and all.
Looking back, I can tell you that most of the time, usually, when I started dabbling in different applications, the problem wasn't the software. It was me who was uninspired or looking for an excuse, or something different that'd spark my creativity. As soon as the creative juice started to flow, I'd pretty much instantly figure out a way to do things in Sonar.
I try to keep that in mind. Doesn't always work, and there's always a new plug or a new synth, but it does, most of the time.
The other thing that helps - I've decided that I should try to put the priority on hardware if I'm to spend $. New pick ups for a guitar, a mic, a pedal, or whatever - I'm pretty sure that I'll get much more out of these than out of 3 dozens software compressors.