Just because they had wealth doesn't mean that was the best course of action. The Gospels are full of stories of the Apostles doing one thing that they think is right, then Jesus correcting them and instructing them in a better way. The Apostles aren't held up as the epitomes of human behavior... quite the opposite much of the time.
I think it would be silly to hope to be poor just for the sake of being poor, but if the giving away of wealth can help others, then the choice to live in comfort is also the choice not to help everyone that a person could. Don't you agree?
Because even though he may be lazy, he's still a person.
Anyhow, if you don't like helping out the lazy, this world has no shortage of hard-working people in need. I'm sure you can find people you consider more worthy.
Yep, you're not your brother's keeper, right?
No... the more you take in and then give away, the more you can do. The more you keep for yourself, the less you can do. It's simple arithmetic.