What should I do with my life?

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4 years ago

It’s time to define the new era. Our faith has been shaken. We’ve lost confidence in our leaders and in our institutions. Our beliefs have been tested. Our expectations have been dashed. We’ve abandoned the idea that work should be a 24-hour-a-day rush and that careers should be a wild adventure. Yet we’re still holding on.

We’re seduced by the idea that picking up the pieces and simply tweaking the formula will get the party started again. In spite of our best thinking and most searing experience, our ideas about growth and success are mired in a boom-bust mentality. I understand the inclination. I’ve surfed from one boom to the next for most of my working life — from my early days as a bond trader to my most recent career as a writer tracking the migration of my generation from Wall Street to Silicon Valley.

There’s a way out. Instead of focusing on what’s next , let’s get back to what’s first . The previous era of business was defined by the question, Where’s the opportunity? I’m convinced that business success in the future starts with the question, What should I do with my life? Yes, that’s right. The most obvious and universal question on our plates as human beings is the most urgent and pragmatic approach to sustainable success in our organizations. They thrive by focusing on the question of who they really are — and connecting that to work that they truly love (and, in so doing, unleashing a productive and creative power that they never imagined). Companies don’t grow because they represent a particular sector or adopt the latest management approach. They win because they engage the hearts and minds of individuals who are dedicated to answering that life question.

This is not a new idea. But it may be the most powerfully pressing one ever to be disrespected by the corporate world. There are far too many smart, educated, talented people operating at quarter speed, unsure of their place in the world, contributing far too little to the productive engine of modern civilization. There are far too many people who look like they have their act together but have yet to make an impact. You know who you are. It comes down to a simple gut check: You either love what you do or you don’t. Period.

We are sitting on a huge potential boom in productivity — if we could just get the square pegs out of the round holes.

Of course, addressing the question, What should I do with my life? isn’t just a productivity issue: It’s a moral imperative. It’s how we hold ourselves accountable to the opportunity we’re given. Most of us are blessed with the ultimate privilege: We get to be true to our individual nature. Our economy is so vast that we don’t have to grind it out forever at jobs we hate. For the most part, we get to choose. That choice isn’t about a career search so much as an identity quest. Asking The Question aspires to end the conflict between who you are and what you do. There is nothing more brave than filtering out the chatter that tells you to be someone you’re not. There is nothing more genuine than breaking away from the chorus to learn the sound of your own voice. Asking The Question is nothing short of an act of courage: It requires a level of commitment and clarity that is almost foreign to our working lives.

The first assumption to get busted was the notion that certain jobs are inherently cool and that others are uncool. That was a big shift for me. Throughout the 1990s, my basic philosophy was this: Work=Boring, but Work+Speed+Risk=Cool. Speed and risk transformed the experience into something so stimulating, so exciting, so intense, that we began to believe that those qualities defined “good work.” Now, betrayed by the reality of economic uncertainty and global instability, we’re casting about for what really matters when it comes to work.

On my journey, I met people in bureaucratic organizations and bland industries who were absolutely committed to their work. That commitment sustained them through slow stretches and setbacks. They never watched the clock, never dreaded Mondays, never worried about the years passing by. They didn’t wonder where they belonged in life. They were phenomenally productive and confident in their value. In places unusual and unexpected, they had found their calling, and those callings were as idiosyncratic as each individual.

And this is where the second big insight came in: Your calling isn’t something you inherently “know,” some kind of destiny. Far from it. Almost all of the people I interviewed found their calling after great difficulty. They had made mistakes before getting it right. For instance, the catfish farmer used to be an investment banker, the truck driver had been an entertainment lawyer, a chef had been an academic, and the police officer was a Harvard MBA. Everyone discovered latent talents that weren’t in their skill sets at age 25.

Most of us don’t get epiphanies. We only get a whisper — a faint urge. That’s it. That’s the call. It’s up to you to do the work of discovery, to connect it to an answer. Of course, there’s never a single right answer. At some point, it feels right enough that you choose, and the energy formerly spent casting about is now devoted to making your choice fruitful.

This lesson in late, hard-fought discovery is good news. What it means is that today’s confused can be tomorrow’s dedicated. The current difficult climate serves as a form of reckoning. The tougher the times, the more clarity you gain about the difference between what really matters and what you only pretend to care about. The funny thing is that most people have good instincts about where they belong but make poor choices and waste productive years on the wrong work. Why we do this cuts to the heart of the question, What should I do with my life?

ATTITUDE Is the Biggest Obstacle 
Environment matters, but in the end, when it comes to tackling the question, What should I do with my life? it really is all in your head. The first psychological stumbling block that keeps people from finding themselves is that they feel guilty for simply taking the quest seriously. They think that it’s a self-indulgent privilege of the educated upper class. Working-class people manage to be happy without trying to “find themselves,” or so the myth goes.

But I found that just about anybody can find this question important. It’s not just for free agents, knowledge workers, and serial entrepreneurs. They might have fewer choices, but they still care.

Probably the most debilitating obstacle to taking on The Question is the fear that making a choice is a one-way ride, that starting down a path means closing a door forever.

“Keeping your doors open” is a trap. It’s an excuse to stay involved.

Asking “What Should I Do With My Life?” is the modern, secular version of the great timeless questions about our identity. Asking The Question aspires to end the conflict between who you are and what you do. Answering The Question is the way to protect yourself from being lathed into someone you’re not. What is freedom for if not the chance to define for yourself who you are?

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