I'll go out on a limb here and state that I'm fairly happy with my playing. It feels strange saying that. My solos can always use improvement. But I'm fairly happy with the skillset I have. I couldn't jump into a jazz or big band gig cold...at all....but frankly that doesn't interest me. The music that does interest me....I can pull most of it off at an acceptable level.
To me it's more important to be a drummer that people enjoy listening to, and musicians prefer playing with, than for me to be able to pull of some wicked lick. Wicked licks aren't even on my list of things that are important.
If I never made any more progress, I would have all the skills I need for the gig I have. Of course, I am always trying to make progress. Headroom is a wonderful thing.
My gigs only use maybe 25% of the skills I have. I have a much harder time in the practice room than on stage.
Transpose it to driving an automobile. I'm good enough to get me from point A to B without making a mess.
Of course we are supposed to say how bad we suck, so we don't get a big head and all complacent. But I feel fairly good about what I can bring to the table when it comes to drumming. I focus on what I want to focus on, and don't bother with what doesn't appeal to me.
Of all the things I know how to do, I feel I can play drums....with other musicians anyway.... better than I do anything else. And everything can improve. But right now, I'm already in possession of everything I need (not want) to do my job. So there's no real pressure, and I can work on what I feel like working on. I don't tie my self worth to my drumming skills.