Getting started at being a hobo/vagabond

I'm currently getting ready to become a vagabond. I'm paying off debt, and switching to a month-to-month lease. Going to the gym to get fit. I don't know when I plan to start, either this Fall hitching/riding trains or next Spring by taking a cannery job in Alaska. I was all ready to leave this summer, but I just got promoted to a manager at my job, and I feel it would be burning a bridge not to stay in the position for at least 6 months to a year. Hello to everyone, this website is so interesting, and it's cool the kind of community that exists, and all the information availible to help a newbie get started.
 
Welcome to StP! I agree with all the above replies, if I had the money and financial security, I'd definitely buy a piece of land with just a shed and the basics as a "base camp" as well as a possible asset for the future! But do what your heart desires! Stay in your job and save, go out and camp on weekends while your free, maybe try dumpster diving or something along those lines to get a taste of the lifestyle and a small break and monotony from an 8 till 5! Good Luck!
 
my worst idea for what I should do with my time and resources is always superior to the best ideas other people have for me

also my experience has been that traveling is 85% awesome and 15% horrible with not much in between. ymmv of course.

I went back into the workforce (ugh) after more than 6 years it'll be there main thing is keep the criminal record clean and keep your license if you have one