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One of the things we wanted to talk with you about today is that you have declared 2009 “The Year of Leadership.”

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This year was a definite conscious decision to choose a theme. It started about three years ago when I decided that, working alone in my home office, I had really become disengaged from my community – both the tech community that I work in and the community in general. So for my own personal decision, I decided to make that year the Year of Reconnecting and Getting Out. In 2008, I stumbled across the idea of the Year of Visibility, which I also think is very important. It’s about people making visible what they do and how they do it. So when 2009 rolled around, I realized that this was getting to be a great idea for each year. I was already working on a column and a podcast on leadership. If there’s ever been a year in my lifetime when I really needed to exercise leadership and get that out of other people as well, this is the year. We’ve simply been lacking leadership in a lot of ways across the entire world.

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I love that you said you need to do this. When you announced this on your show, you were really clear that it was about personal leadership leading to engaging a community and getting other followers.

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Everything starts at home. Sometimes I think we forget that. I could see in myself areas where I needed to lead more – whether that’s in my business, in my podcast, in my column or whatever. I think a lot of people have gotten the idea that leadership only exists “out there” somewhere. It’s something that takes place in the executive suite, in the boardroom, or in higher levels of government. The fact is that leadership is a fundamental aspect of our lives that we exercise – or should exercise – every single day.

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In your Year of Leadership, what are some of the steps that you’ve been taking? What challenges have you faced?

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I remember when I worked in a corporate office and lunch time would roll around and the question came up about where we were going to go for lunch. And no one would decide! It’s kind of a joke, but kind of not. One of the simplest things you can do is start making decisions. Too many of us abdicate our decision making. We don’t decide and face problems with that down the road. So most fundamentally, it’s just stepping up and making decisions. Now I realize why we don’t make decisions. We’re scared – scared of failing, scared of making the wrong decisions. The fact is there is no wrong decision because each decision you make brings you closer to what you need. If something doesn’t work, you say, “You know what, that didn’t work. We’re going to try this now.” The point is to keep moving forward and to keep making those decisions so you don’t suffer what I’ve heard described as “analysis paralysis.” You spend all your time looking at all the different options out there and never end up doing anything.

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I think one of the scariest things when you’re trying to step up your leadership role is that you might have to challenge the existing leadership. How do you tip toe around that?

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One of the ways is what we’ve already discussed. You start making decisions for yourself. It’s a relatively non-threatening way of pushing those decisions up the silo. One of the best things we can do as a human being is set a good example by our actions. As people see you making decisions, it helps them to take the reins as well and move forward.

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Thanks so much for checking in on us today. Join us next when we continue our conversation with Douglas. Until then, here’s to your bigg success!

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Direct link to The Bigg Success Show audio file:
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Sean, you went from being a college graduate to having had more jobs than just about anyone I know. And you did it all in a year!

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Exactly! That was the problem when I graduated … I didn’t know which job I wanted. My dad gave me some advice my last year of college that stuck with me. He said it didn’t matter what I did as long as it was something I was passionate about. So not knowing where those passions lie, I came up with the idea to go out and try out a whole bunch of different jobs to see what I like and don’t like about different careers. Then I could make a better choice. So I started my web site, OneWeekJob.com, and said that anyone anywhere in the world could offer me a job for one week. Then I would go around for a year and do all these different jobs. It worked out pretty well.

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Now, at any point, did your dad say … I told you to find your passion, but this is crazy?

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Definitely! When I first thought up the idea, and I told him, he asked if I was kidding him and said I should get a real job … I told him it was his fault!

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So you basically lived kind of like a vagabond … through the generosity of the people in the town that you were working in, you would have a place to stay?

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Yeah, people following along on the web site would e-mail to offer a place to stay if I came to their town. Oftentimes, I’d stay with my employer. About Week 5 into the project, a job search engine, nicejob.ca, came on board to sponsor the project – they helped out with some travel expenses as well.

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Let’s say you were working a job in Arizona and your next job offer was in San Francisco? How would you make it to your different locations?

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It always changed. Sometimes by bus, sometimes hitchhiking, sometimes flying. That was a bigg aspect to the project – trying to manage all the logistics. There was a period where I was in Denver, Colorado and then I was back in Vancouver for the weekend en route to Hawaii. These are all consecutive weeks. Then on to Los Angeles, then New York, Florida, Wyoming to be a cowboy, and then on to Washington, D.C.

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Out of all the jobs you’ve had, what was your favorite, Sean?

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I have … maybe a top five. When I was in Hawaii, I was a volcano park ranger. A fashion buyer in New York was really cool, and an advertising executive. I also worked with the Canadian Air Force, and I got to fly a helicopter and a military transport plane. That was a great experience as well. Also a cancer fundraiser – I really enjoyed that job.

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So do you think that you’ve found your passion?

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Is dad happy yet … that’s what we really want to know?

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I think that going out and trying to find my passion has almost turned into a job all by itself; it’s kind of turned into a passion all by itself in that, it’s helped and inspired others to go after their passions. Now I’m writing a book about the experience that will be out in the Spring of 2009. So I’ll be doing that for awhile, as well as talks. It actually might become a TV show. I’m working on a documentary, so this is going to keep me busy for the next few years.

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And there’s a way for people to help you get this documentary done?

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My best friend, Ian MacKenzie, came out on the road with me, starting in about Week 19 or so. We started filming video episodes about what I was learning, interviewing my employers, and talking about getting from job to job. So we’re putting it all together into a documentary now. We’re asking for help in raising funds for that. People can become a producer if they’re willing to donate an hour of their wage. Anyway who donates will be a producer of the film and their name will appear in the end credits.

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What I love is that you’ve created your own job, your own role, your own space by doing this. That’s all right, Sean.

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Now tell your dad that! We’re impressed by what you’ve done. It’s so interesting … such a cool story. Thanks so much, Sean, for spending some time with us today!

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(Images from OneWeekJob.com's photostream on Flickr)