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The people I have met traveling do it by first saving up enough money to buy a ticket somewhere and a completely open ended ticket home (because you can't be too careful). Also, to have enough to live in a cheap hostel for a month so they can find work without worrying where the next meal comes from.
A lot of countries have "travel work" allowances without needing a visa. Usually these must be unskilled work (waiting tables, cashier, etc) and only for one year. Most of the "backpacker" hostels I have stayed in will help you find a job in the area. Once you have a job it doesn't take much money to keep living in a hostel as long as you cook for yourself and are frugal.
If you speak another language it will be a great help. For instance Buenos Aires is ridiculously cheap to live well in (by US standards) but of course you need to speak spanish to work. Good luck with your travels!
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I prefer desert wines to dessert wines.
Dry and red
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