I talked about this on HN a few years ago, but my friends and I planned to be this guy. In college we talked about all the money we'd make and how much we'd be able to donate. We all had a job offers for $32 - 42k/year. That was amazing! We were living on less than $1k/month in college. We had plans to give away 20%, 30%, or 50% of our income. We would barely even notice. Some of us even managed to do it for a few years. The world got to us, though. You start to notice that the coworkers that dress nicer and go to happy hour get promotions. One guy married a social worker and had four kids. One guy got tired of living in a studio apartment in New Jersey. One guy became a junior high science teacher. Twenty years later, I suspect that our average charitable contribution is down to around 5% of our income.
It is really hard to be counter-cultural like Mr. Wage. Especially when your plan requires you to remain completely immersed in the culture. It feels like there's a constant friction to overcome--like every choice takes a bit more willpower than it should. I think this is part of the reason that truly counter-cultural people and movements tend to segregate themselves from the rest of the world.
I don't mean to degrade Mr. Wage and his project. I hope this works out for him, but it's a very difficult road.