I grew up revering goals of all kinds: big, small, and bite-size; readily attainable; wildly ambitious; broken up, written down, projected on the stars. My attitude was hardly surprising, given the adages that are central to our culture: If you can see it, you can be it; if you don't know where you want to go, you're never going to get there; the road to bliss is paved with goals. Okay, I made that last one up, but a lot of us seem to believe it.

Which is why Stephen Shapiro, a cheerful subversive in casual business attire, comes as a shock to the system: He's making a cottage industry of what he calls goal-free living. (His book is titled—what else?—Goal-Free Living.) If you want to be happy—successful in the broadest sense—he suggests you take your nifty five-year plan and your lifetime to-do list and throw them out the window. And while you're at it, get some air.

Shapiro had a long track record of running motivational workshops for major corporations when he had his epiphany on the road. He had published a book called 24/7 Innovation and was planning to interview business leaders throughout the country for what he envisioned as a sequel. Not far into his research, though, he spotted a pattern: The most fulfilled people were also the most spontaneous and the least goal oriented. Fascinated, Shapiro chucked his agenda and drove 12,000 miles in his techno-wired car (equipped with cellular Internet access, digital recording equipment, and everything else short of an espresso bar), interviewing risktakers and box breakers, and asking for their suggestions about who else he should meet. He spent time with everyone from Doug Busch, a VP and a chief technology officer at Silicon giant Intel, to John T. Martin, then curator of one of the world's only voodoo museums, as well as 148 others thriving in such fields as education, technology, and philanthropy. After learning about the circuitous paths they'd taken, Shapiro was convinced that the key to happiness lies in checking out the detours and back roads, literal and figurative, without fear of changing course. Road maps for life, he believes, might lead to material gain, but there's a good chance that if you follow them unquestioningly, you'll lose yourself.

"I was giving a speech on a cruise ship recently, and the other speaker was a professional athlete," he says. "Her session was on setting goals, and mine was on not setting them. Someone in the audience raised her hand and said, 'I have a question. I've been very good at setting goals and very good at achieving them, and I'm still miserable. Why is that?'"

Give Shapiro a minute, and he'll rattle off the reasons, as he did that day at sea, and as he does almost every day, everywhere he can. "Number one I'm calling 'Whose goal is it, anyway?'" he says. "Most people's goals aren't their own. They tend to be driven by society and family pressure."

Second, he says, when you focus on a goal, "you put blinders on. You lose your peripheral vision and miss out on all the great opportunities around you. Third," he says, hardly pausing for breath, "you're always living for the future. You end up saying, 'I'll be happy when....' You sacrifice today in the hopes that something wonderful is going to happen tomorrow. But it almost never does." Yes, you might win the promotion or bag the trophy, but you rarely feel the lasting satisfaction you'd imagined. "Mountain climbers have a concept called the false summit, where they get to what they think is the peak and then they realize they're only at the bottom of an even bigger mountain," Shapiro says. "That's what happens with goals. You're constantly chasing them. The fourth issue is that you're courting failure." Meaning, he says, you become attached to one outcome, and even if you get it, reality seldom matches the dream in all its Technicolor splendor.

Next: How to be goal-free without being aimless

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