I did a lot of thinking on this not just in terms of my drumming/musicianship, but also my day job and a bunch of my other pursuits. As with everything, balance is key. It's a good idea to not take yourself too seriously, but not to veer into self-loathing or constant downplaying or dismissal of your talents and good qualities. It's also good to be confident in your strengths, but not okay to become arrogant or boastful beyond what your ability or accomplishments warrant.
I know for a fact that my time is something I always need to work on and pay attention to. I also know that if I really need to, I can put a click behind me and play competently to that. I know that my chops are not the best (and are also not quite what they used to be), but I am also very cognizant of my ability to play musically and for the song, and my ears are sufficiently big to improvise my way through nearly anything.
I make the occasional joke at my own expense, but I think it's grating when that becomes the only line in one's repertoire. So I use it sparingly.