In my 20s I traveled on my thumb, by truck, train, car and motorcycle all over the US, Mexico and Canada. Then I spent 20 years working, with a house, a lawn, a car and all that jazz. I can't complain too much because my high tech job sent me all over the world on their dime, so for that alone, it was worth it.
Then, in 2010 I became "obsolete" and spent a short time looking for new employment and being told I was "overqualified" (short hand for too old, too expensive, etc.).
When it became apparent that my $ was almost gone and no job was in sight, I let the bank have the house and the car, took time off and lived on the road with $0 and relived my 20s, with lots of excitement and lots of interesting new people in the mix.
My gear began to wear out so I went to the woods to think and had a bit of a brainstorm.
Following my vision in the woods, I came back to civilization, remade myself as a consultant and am now working a one year contract in what I plan to be my last tech job ever.
I am upgrading the equipment I have been using since 2010 and living a very spartan existence so that 2/3 of what I am currently making is going into a savings account.
Come April 2016, I will pick up my new fancy pack with my new fancy tent and sleeping bag, pop-can stove, etc. and hit the trail for a year, walking through the wilderness with a small tribe of friends, reliving a nomadic hunter gatherer lifestyle. The money in the bank account will be for- when/if I decide to re emerge into civilization.
And away we gooooo.....
It's never too late to give the system the finger.