We were a Cakewalk user for many years. Along the way 1/2 of the team switched to Logic. When Cakewalk went belly up, we switched to Logic to be compatible in both studios. Makes things easier when transferring projects back and forth. Of course, Bandlab has since rescued Cakewalk, and we do have a copy of that running to allow access to older projects stored in native Cakewalk format. We did have to go through the whole Mac conversation mentioned above. That wasn't too bad since we run an Apple ecosystem for just about everything else in the house. Non the less it did cost a few $$$ to switch over some of our non-music software. Logic offers a ton of "stuff" (loops, VST's, effects) for the price. To help justify the switch (at least in my mind), Native Instruments fully supported Logic and integration with our controller and NKS compatible VST's. Something Cakewalk didn't offer and far as I know still doesn't.

We are about ten months into running on Logic and slowly learning. We still find some things easier to do in Cakewalk but push forward learning the "Logic" way to do things. Like many things - Your mileage may vary.