I've sleep on the streets before during days in my travels in which it would be too complicated or expensive to get a hotel room, so I have met some people who live in the streets and made their acquantance.

Given that I think your counterfactual is witty, but wrong.

Within the reference class of Lesswrongers, veterans and lurkers alike, the failure case of ultravagabonding is to stop ultravagabonding and work (either teaching english to foreigners or in a menial job, or back to one's regular job).

So yes, I'm meeting the surivivors in the survivor bias sense. But the price is not as high as you are claiming for those who fail this mode of life.

I myself can't, for finantial reasons, personal security and emotional reasons, and specially due to visa status reasons, afford this lifesltyle anymore. So let's see in 5 months where I'll be, if I'm dead or destitute, I withdraw my contestation.