I guess maybe my bleeding heart has scabbed over, because the idea of a non-tech buying a seat from the classifieds in order to give it away just does not sit well with me, in a lot of different ways, including liability. Plus, people are a lot more invested in proper use when they feel invested in their seats. In other words, I agree with Maezde.
I believe in helping other people's kids. That's why I'm a CPST (and tutor, and Sunday school teacher, etc.). I also believe in boundaries, which is why I think it's a bad idea all around to choose and pay for seats for people who have not specifically asked for such help (with possible exceptions for family and very close friends).