On the one hand, the answer to this question may lie in why I were rich or broke.
On the other hand, "many social obligations" makes me cringe and lean toward choosing to be broke.
More realistically, given the state of my life, I would probably choose broke with no debt because I am single, without dependants, and given my educational background and the economic climate it would probably be less of a hassle for me to earn enough money to move out of being broke (while remaining debt free) than it would to get rid of my financial and social obligations whilst remaining relatively wealthy.
If this were to not be the case, I would choose rich. Money is essential to my well-being. I don't dabble in greed, but I'd like to be free to live my life as I wish to live it without having to worry about being able to afford my values, interests, and needs.
Either way, I'd choose whatever better and sooner enabled me to be free to live my life.