The older I get, the harder it is to answer this question. I've enjoyed a range of satisfying accomplishments in my life, but it's hard to single out any one as a "proudest."
Although when it comes right down to it, I guess I'd have to say that I'm pretty darn proud of the job I've done raising Wolfling so far -- because it's required such stretching and growth in order to do it well.
But I'm also very proud of both my theses and the degrees that came with them. I'm proud of directing The Abdication and stage managing Hamlet, and the other shows I've done. I'm proud of being good at being Director of Marketing for the rocket company and helping it earn one of the best reputations in the field for customer service. I'm proud of winning two top awards at FormerMyCo that admins don't usually get. I'm proud of persisting in my priestess training and reaching the point I have. I'm proud of being self-supporting, and for continuing to strive to be better able to be a good material provider for myself.