The time came for the interview and I logged into Skype with my headset. After a few minutes of small talk, the host pressed the record button and began with the usual question: “Tell our listeners a little about you… how did you get started?”

It’s a fair question. The only problem is that I’ve answered it over and over—and over and over. Whenever I have a book out, I do at least fifty podcast interviews and usually another fifty radio interviews. At least 30% of the time, this is the first question that’s asked

When you tell the same story over and over, two things happen. First, you get really good at telling it. You know what to say and how to say it. Second, because you hear the same question and give more-or-less the same answer each time, you rarely deviate from the course.

This is good for giving the same talk to different audiences. When I go on tour, I give the same talk each night, loosely customized for the local audience but not entirely different from what I did the previous night in another city and what I’ll do the next night somewhere else.

When talking about “your story,” though, I’m not so sure it’s good.

In my case, I dropped out of high school and went on to earn a master’s degree. I was a juvenile delinquent who ended up meeting world leaders in West Africa. Somehow I made a name for myself and forged a sustainable career writing books, at least partly because I wasn’t good at much else.

But except for the ongoing career, all of those things are in the past. Who cares that I went to every country in the world—what am I doing NOW?

What will my legacy be? @chrisguillebeau (Click to Tweet!)

Besides, how many times have I told these stories? The same anecdotes, the same jokes, the same polished talking points—I try to mix it up, but the basic version doesn’t change that much.

We all have an origins story. It’s not quite the same as a glory days narrative, where someone lives in the past because they are defined by it. That situation is sad; this one is more frustrating.

The next time someone says “tell us your story,” is there another way to answer?

Maybe for me I’ll mention the highlights of the past. But I’ll also point to the present and look to the future—not just “what have you done?” but “what are you doing?


Chris Guillebeau is the New York Times bestselling author of The Happiness of PursuitThe $100 Startup, and other books. During a lifetime of self-employment, he visited every country in the world (193 in total) before his 35th birthday. Every summer in Portland, Oregon he hosts the World Domination Summit, a gathering of creative, remarkable people. His new book, Born for This, will help you find the work you were meant to do. 
Connect with Chris on Twitter, on his blog, or at your choice of worldwide airline lounge.

Image courtesy of frank mckenna.