In 2015, Alicia Kennedy, then 29, quit her steady job as a copy editor at New York Magazine, cashed out her 401(k) and became a freelance writer and editor, specializing in cocktails, vegan food and the intersection of food and politics.

It was a risky move financially but Kennedy, now 32, says it was right for her. "I've definitely learned that I care more about my quality of life than the quality of my bank account," she tells CNBC Make It.