Here’s what I suspect: much of what I think are the evidences of humility in my life are really something else entirely. There’s an ongoing skirmish between a desire for holiness (tainted with pride), discouragement over failings (tainted with pride) and goals of using my talents in the best way possible ~ for God’s glory of course. (Also tainted with pride.) Ugh.
The discouragement part is quite seductive actually, because it can give the appearance of sorrowful humility when it is often wounded pride. Humility does not mean I must dislike myself. To speak ill of myself, to mentally berate myself over my flaws and mistakes is not evidence of humility. It is evidence of pride. It just means I’ve not lived up to my expectation of myself, or worse, my delusion of grandeur.