The more we associate experience with cash value, the more we think that money is what we need to live. And the more we associate money with life, the more we convince ourselves that we're too poor to buy our freedom.

Money, of course, is still needed to survive, but time is what you need to live. So, save what little money you possess to meet basic survival requirements, but spend your time lavishly in order to create the life values that make the fire worth the candle. Dig?

The mind can be a crazy monkey that is always dying to escape from the moment.

Thus, the question of how and when to start vagabonding is not really a question at all. Vagabonding starts now. Even if the practical reality of travel is still months or years away, vagabonding begins the moment you stop making excuses, start saving money, and begin to look at maps with the narcotic tingle of possibility. From here, the reality of vagabonding comes into sharper focus as you adjust your worldview and begin to embrace the exhilarating uncertainty that true travel promises.

In this way, we end up spending (as Thoreau put it) “the best part of one's life earning money in order to enjoy a questionable liberty during the least valuable part of it.” We'd love to drop all and explore the world outside, we tell ourselves, but the time never seems right. Thus, given an unlimited amount of choices, we make none. Settling into our lives, we get so obsessed with holding on to our domestic certainties that we forget why we desired them in the first place.

For some reason, we see long-term travel to faraway lands as a recurring dream or an exotic temptation, but not something that applies to the here and now. Instead — out of our insane duty to fear, fashion, and monthly payments on things we don't really need — we quarantine our travels to short, frenzied bursts.

The goal of preparation then is not knowing exactly where you'll go but being confident nonetheless that you'll get there.