Yeah, that's a problem/trap I fall into a lot with any sort of productivity aid. Omnifocus was a nightmare for me. I never did finish tweaking it to be just "right" because I really didn't know what "right" was.
I tried with OF for a long time, but I never got it quite right - plus, mobile capture seemed needlessly slow and fiddly, and then they rev'd the tool to include WAY more white space and WAY less information density, and that was it for me.
I ended up in OrgMode, of all places, which is kind of funny since I wasn't really an emacs person before. Obviously, I am now.
I trust it in a way I don't think I ever really trusted OF, and I find myself using it much more consistently and religiously. It's been really good for me.
OmniFocus is really productive for me. I am also periodically changing how I use it, but the difference is that I do that while I am using it to get work done so the changes are legitimate optimizations of a working system. I think it defaults to a good outlined task list tool for indecisive people. I think the trap it sets is getting Pro too early; trying to set up custom perspectives before using it enough to understand what perspectives would save time is counter-productive. Setting up a dense thicket of tags is also a mistake, I suppose.