Not monetarily... but I'm well off enough to be comfortable and not have to work very hard.
And that's what counts for me.
Likewise. I've spent most of the last year fairly broke, but I've paid off old debts, invested in some long term shit and much more importantly spent lots and lots of quality time with my gf.
Money means shit, it's just a means to an end. Sure it's nice to have the freedom it gives ya but I'd much rather make enough to live on and have more free time than be endlessly striving to earn more, and if ya look at the big picture I bet we are all better off than most of the World's population.
I try to be Buddhist. Fuck ambition, fuck desire for possessions. Contentment is what counts.