I found my way back to flat wounds after @ 7 yr hiatus. Bailed on them for the same reason. Now, again, I am feeling, like they really do help in getting closer to Weir's tone. I think they help in the definition of each string while playing chords and I have a pretty aggressive strum, much to my chagrin. Also, with quick movements, slides, etc.. up and down the neck you don't get a lot of string noise. There is also that sort "clank" you get on the attack, first hitting a chord, that I just didn't get with round wounds. I hope somebody can relate to that clank, anybody...
I recall seeing your post re Cowboy pickup height, that may be another consideration. I don't know how Bobby's are but I have been happier with my tone when I have the pickups slanted higher on the G,B,E strings. Just enough so you don't lose the bottom, but you're not all "mudded out", for lack of a better term. I made pickup adjustments upon returning to flat wounds, brightened them right up, but night biting. Would love to know, if anyone has that info.