Chronic Arete

As I look with a blank stare down at my notes as I type this blog (close your eyes and imagine yourself in my position... wait, crap -- then you can't read this...), I'm attempting to figure out if mass charity is a form of virtue/courage or recklessness.

Alright, so what I mean by 'mass charity' is the dispensing of personal wealth without much limitation, beit material (money or things) or emotional (plugging in one's own compassion into another without a more substantial initiative).

*random voice from the crowd* "Dude, you're making no sense!"

Oh shut up, troll...

In as simple of terms as I can currently fathom, I'm trying to figure out if a 'bleeding hearts' type -- one of those hopeless heroes who wants to do something good for everyone around them -- if their behaviour falls under virtue or recklessness. Charity tends to be ambiguous in my mind relative to if it meets the 'choice' criteria required for a virtuous act. Some do the act simply for its own sake, but there are many in upper-class societies who dispense charities for publicity. Say that a person does the act for its own sake; then does charity need to be handled in moderation, or if someone gives up all of their goods for another's benefit, is that alright? There are examples of this in the Bible, where people have become far wealthier in the end because they gave up their initial, comfortable wealth. But how can one benefit another without retaining some of their initial wealth in order to continue producing more wealth? "You gotta have money to make money," can correlate to emotions as well. A person simply cannot be genuinely content if they sacrifice all of their time to please someone else, lest the act itself pleases them in return.

Eh, I'm juggling around several ideas here. They all line up in my mind, but it's already becoming a long week. However, I am sincerely curious about this topic. Does charity without limitations fall under a virtuous act or a reckless one? Must charity be handled in moderation, or is unlimited self-sacrifice a more virtuous act than when it's regulated?

I would love to see some comments/criticism/words-of-wisdom, or anything else on this topic.

P.S. I commented on FrostedMidnight's post, 'The Story V.S. The Explination.'