Volunterism

I don't know much about Rand (yes, I've heard of her, but haven't read anything), but the attributes you describe about Sean sound more like the Libertarian philosophy of volunteerism. Socialism is about government owned production and force, not being charitable.

I think we would all agree with the principals of trying to do good for others (if I'm not mistaken, doesn't Rand talk about maximizing the global welfare?), so I doubt there would be any argument that 'good things should happen,' which I think is why it is so easy to ascribe Sean to being 'your philosophy.'

In the end though, let's all just agree that Sean is awesome! :)