I have changed my strategy a bit after giving up on Webb too quick and sort fuck*ng myself over for two weeks in doing that.
Once I have two of every position, it's more important to just have the best hitters available than being able to field nine men every single day. I got too much into the idea of position insurance.
I have also sort of started to accept that stolen bases and saves are essentially chaos theory and you can't know all the factors that go into knowing how many your team will get in any given week. Gotta just put guys who often get those stats on the field and hope for the best.
I'm not very happy with my back-up catcher still, of course, and I'll probably always be looking for upgrades over my 4 and 5 starting pitchers but I think I'm in more of a place of tweaking for a while and not big overhauls.
I'm pretty set with my usual starting eight position players, my relief core and my top three pitchers. It's just a matter of adjusting to scheduling, picking my utility guy based on what I need that week and... otherwise, just trying to shuffle the back-end of my team.