“Make sure you have good friends and family who can help you out just in case,” Silver says.

When he packed up and left his life behind in New York, he stored his furniture with friends in Manhattan and the Hamptons, and he left his clothes in a friend’s basement.

As he wraps up his current trip abroad, Silver says he plans to spend the summer at his mom’s in Florida before he takes off on his next adventure and continues traveling “till the day I die.”

Making the leap to change up your career and lifestyle can be daunting, but with some thoughtful planning and preparation, Silver asks, “What’s the worst that can happen?”

“If I can do it at my age, anybody can do it,” he says. “Just do it. If you don’t like it, guess what? Go home. Go back. What’s the big deal? And do not, do not look at it as a failure.”

Video by Mary Stevens

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