Where are you? I had a work study situation set up in the southern Appalachians and my circumstances changed. It is a Karma Kagyu dharma center that recently was donated some land on national forest and they need help building retreat cabins. I don't know if this fits your interests or needs but maybe it could be a stop along the way. They wanted me to come in October and stay for a good amount of time. It is under the direction a Lama Norlha Rinpoche, a wonderful teacher so I am sure that there will be plenty of opportunity for teachings and practice.
As far as being a wandering yogi, I would suggest that you don't get too romantic about the idea. I can relate to whatever dissapointments or grudges you may have with our sociey, but this is not ancient India. One thing that ChNN teaches during every retreat is that we should work with our circumstances. If you are serious about practicing dzogchen, then you don't have to change or renounce anything. All that you need to discover is already what you are. While it may sound good, those sadhus that you read about were highly realized practitioners living in a different time. As you say you are young, so it would be a shame for you to waste those years chasing a fantasy when you could be spending that time becoming realized. I don't intend to criticize or persuade you in any way, but maybe offer a dose of reality. I think trying to make your life into something its not by becoming a "wandering yogi" could just create more problems for you. Realization comes from turning the looking glass inward anyway, not by changing outward circumstances.
Anyway, if you are interested in the work study PM me.
All the best,
I see where your getting at, i have no defense.
i know its not ancient india, i only wanted to give it a shot but definetly dont want to chase a fantasy even the phrase
wandering yogi sounds childish.
medicine dose well received.