How To Build A Career (And A Life) That Won't End In Regret

• 2-minute read •
“The only thing I’ve ever failed at is retirement,” lamented a former CEO from a multi-national apparel company. At 57 years old, my former client was facing the hard reality that he wasn’t prepared for life outside his job. That’s because he’d never built a life outside his job.

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How To Leave Your Dead End Job

This is for everyone who is sticking with a job that no longer fits. Maybe it was right for awhile, for a certain time and place in your life. But not anymore. When was the last time you jumped out of bed with excitement about what the day would bring?

"But I love the people I work with."
"It's so convenient."
"The money's pretty decent, considering... "

I've heard all the excuses. Hell, I've made them. You know that job is sucking your soul and it's time to leave. The only thing left to decide is how.

Above all, you want it to be your decision. Don't let boredom and apathy lead to an attitude that gets you fired or passed over. Who wants to work with a burnout no matter how skilled they are?

The number one reason people stay in bad jobs is fear of the unknown. Are you hanging on to something that doesn't fit just because it's familiar? What if the unknown wasn't scary? What if it was filled with joy and delightful possibilities? Sure, there's that transition period where you leave what you can do in your sleep and head into new territory. I assure you that the downhill slide of staying too long is far greater than the steepness of a little learning curve. How might you make unknown territory more comfortable?

1. Make It Known
Learn about it. Do research. Talk to people. Do informational interviews. Volunteer, be a trainee. Find ways to educate yourself. Go to school. Hire a trainer. Shine some light on the stuff the scary ignorance and it's no big deal. If you're drawn to it you probably have a knack.

2. Make It Up
There are a lot of successful people in the world who just decide that they know what they're doing. I'll never forget my friend Susan, a beautiful and confident woman who discovered her gift for public speaking in Toastmaster's and went on to become a highly paid consultant just because she decided she was worth listening to. I had just finished grad school and was trying to get my nerve up to go pitch companies. She read a book or two, made a presentation, and was suddenly crossing the country getting big fees. There's a lot to be said for chutzpah.

3. Try It On A Small Scale
Part-time or pilot projects work well particularly if you're thinking of venturing out on your own. The hours are long when you don't give up your day job but if you're pursuing your passion you generally can find the energy. Cater a friend's party for the cost of the supplies. Print some business cards on your computer. Do some pro bono work for a civic group for the testimonials. Before long you'll feel ready to go for it.

4. Dive In
This is my favorite. I get enormous energy from leaping off metaphorical cliffs. Instead of screaming "NO", try saying "Wheee!" or "Geronimo." I've crossed the country on three occasions with no job and no place to live. I keep having soft, successful landings so I keep leaping. Sometimes it takes a geographic change to get yourself out of a rut. Try something out there and see if you can fly.

5. Be Prepared
So maybe you're not a leaper. You can plan for contingencies, save that nest egg. Find an answer for all the what-ifs. But be careful not to over prepare. Just how likely are those eventualities that you're covering? There comes a point when it's time to take steps.

"Until one is committed, there is hesitancy, the chance to draw back, always ineffectiveness. Concerning all acts of initiative (and creation), there is one elementary truth the ignorance of which kills countless ideas and splendid plans: that the moment one definitely commits oneself, then providence moves too. All sorts of things occur to help one that would never otherwise have occurred. A whole stream of events issues from the decision, raising in one's favour all manner of unforeseen incidents and meetings and material assistance, which no man could have dreamed would have come his way.

Whatever you can do or dream you can, begin it. Boldness has genius, power and magic in it. Begin it now". -J. W. von Goethe

Remember, if you only do what you already know how to do your world would get pretty stale. Growth is an essential part of life. There comes a time to move on. You can feel when change is due. When that time comes the universe makes it easy for you. The money for graduate school appears, child care arrangements work out, an article about a new company catches your eye. Pay attention to the signals. Then trust your judgment. If something tells you this new opportunity is right, it probably is.

Average Is a Dead End

Remember average?

It's the brand marketer at a packaged-goods company refusing to sell whole-wheat bread, because the average person doesn't like it. Or the dietitian at the airline who says it should serve only peanuts, because the average person won't eat a corn chip.

Average made America great. Average was the mass market, the sweet spot, the high-volume, high-profit, churn-'em-out-and-move-on middle.

Average is dead.

America's best-selling beer isn't Budweiser or Miller. It's other. Salsa now outsells ketchup. There are so many alternatives, so many distribution channels and so many different kinds of consumers that average just isn't interesting anymore.

Are You Average?

Is your company average? Are you an average person doing an above-average job for an average company selling an average product to the average consumer?

Uh-oh.

This is the hard part. In crazy times, the animals with the greatest chance to survive are the outliers -- the super-fast cheetah or the mammoth with the extra-thick wooly coat. Of course, being an outlier is risky. If the world gets warm fast, that mammoth will be awfully unhappy.

All your life you've been trained to keep your head down, fit in, stick with it, and be quiet. And in stable times, that's a fine -- though boring -- strategy.

But now the rules have changed. Change is the new normal: Anything could happen; instability is a constant. And the best strategy is not to hunker down and fit in. It's to stand up and stand out.

How can you make your company's products more exceptional? How can you take astounding risks with your career? With your cover letter? With your resume?

You Can't Have It Both Ways

You cannot simultaneously be invisible and stand out. If you're invisible, one thing is certain: You're going to become extinct. Maybe not instantly and maybe not violently, but there's less and less room for someone who doesn't make a difference. In my humble opinion, it's a lot safer and a lot more interesting to make a point.

Start slow, that's fine. But start. Take some risks. Be exceptional. Be salsa, not ketchup.