So now I am glad to boast about my weaknesses so that the power of Christ may work through me.  Since I know it is all for Christ’s good, I am quite content with my weaknesses, and with insults, hardships, persecutions, and calamities.  For when I am weak, then I am strong.  2 Corinthians 12:8-10

Recently I have been meditating on this verse.  It is so rich and nuanced, I’m not going to go into it all right now.  But one thing that is perplexed me is how do I become quite content in weaknesses, insults, and the rest of the list?  It can’t be a fake, on-the-outside contentment.  This is a deep and genuine contentment.  Where could that come from?
Looking back to earlier verses in the chapter, it talks about “to keep me from getting puffed up.” In fact, a recurring theme in the chapter is humility.  
Perhaps the reason we can be quite content with our weaknesses and quite content with insults is because when we are confronted with them, they keep us humble [assuming, of course, that we don’t react defensively and out of pride]?  And any opportunity we have to embrace humility and reject/rid ourselves of pride is something in which we can take great contentment.
Weaknesses, insults, etc. in and of themselves are not a source of contentment for me.  Just being honest.  But if I change my perspective on it to recognize that weaknesses, insults, etc. are a way of keeping me humble and preventing me from walking in pride, then that’s something in which I can take great contentment — it’s like they serve a protective purpose.