I'm just coming to the end of three years driving around Africa, previously spent two years driving from Alaska to Argentina.

Making money is basically what every single long-term traveler is focused on, and I've yet to meet a single one who is actually paying for full time travel while traveling full time. A few of us (me included) get close by selling magazine articles, writing books, selling photos, etc. etc. It's a job, just a really, really fun job.