I'm not terribly content, because I think it's hard for me to get really happy with whichever situation I find myself in.
Sometimes situations that others would think of as being quite good (no matter what context, be it with family, relationships or with money) can not be satisfying for the person in them because of other complexities.
I'm usually fairly optimistic outwardly although I'm pretty pessimistic when it comes down to it, I suppose. I think I just can't get from one time and place to another with complete happiness.
But sometimes I can be quite content with just not being content and enjoying the ride.