Chris Castiglione Co-founder of Console.xyz. Adjunct Prof at Columbia University Business School.

Changing Careers at 30: Are You Bold Enough To Do It?

3 min read

You’ve been dreaming about it for almost a decade. You see it so clearly it’s almost three dimensional. You can practically taste the sweet nectar of success.

Except that it’s nothing more than a fantasy. A pipe dream. One of those woulda, coulda, shoulda things you dwell on, that fascinates and scares you at the same time. It’s painful, but you can’t seem to stop.

You’ve been slowly wasting away at a job you loathe, letting it drain the life out of you, while you eye your friends with envy. You know, those friends that bit the bullet back in your glory days and dove head first into exciting career plans? Who never looked back, not even once?

You keep thinking, “Man, that could have been me.”

Except, well, it wasn’t. For whatever reason. Maybe you decided to take the more secure albeit less exciting route, or that well-paying “safe” job. Or you decided to start a family right out of the gate. Maybe you coasted for a few years, drifting from career to career, or project to project, but never really seeing results you’d hoped for.

No worries, friend. Whatever your situation, wherever you’re at right now, life isn’t over until it’s over. Now’s the time to stiffen up that upper lip and chase those dreams in earnest. But where to begin?

Have a Plan

Why? Because planning is cool. And because, well… if you fail to plan, you plan to fail. Really though, you don’t want to just drop your life and switch careers on a whim or start a new business without doing some due diligence. Quiz yourself. Ask yourself why you want to make this big change. Can you handle the pay cut that most likely will come (at least initially)?

Do you have the working capital you need to fund your idea? If you’re starting your own business, do you have a marketing budget? Do you need any sort of insurance coverage to legally operate? Assess all the required moving parts that will be necessary to make your career move a success, then ask yourself: Do you fall short in any of those areas?

Consider a Trial Phase

Perhaps your idea is something you can test the waters in first, before making a major move and potentially lighting bridges afire behind you. Ask yourself if the change you are contemplating could be something you could do on the side around your current job, just to make sure it’s viable.

For instance, if you’ve always dreamed of launching your own web design company, maybe you can start out with a couple of freelance projects during your spare time, and see where the waters take you. You might find web designing isn’t all it’s cracked up to be, and decide you want to focus your attention in another direction.

That’s perfectly fine too. There are no rules that say we have to settle on one career path, and one career path only. Variety is the spice of life, or haven’t you heard?

Deep Dive into Your Dreams

While it can be tempting to want to change careers simply because you see others around you succeeding at something, it doesn’t mean what they are succeeding at is right for you. We humans are a quirky lot, and we each come with our own unique gifts, talents, and skill sets.

Instead of being seduced by the lure of quick or easy money, or dazzled by a career that seems glamorous but doesn’t give you any kind of thrill, sit down and actually think about what you want to do. Analyze your passions, honestly assess your skills and strengths, figure out what lights you up and sets you on fire for life.

Then get to researching and find out if there’s a market out there that will let you somehow marry your passion and skills with smart business. If there’s a market for it, turn that idea into the best career move of your life, and don’t look back. But never forget, switching careers merely because you see someone else doing better than you at something is lame. Don’t do that.

Make Lots of Friends

A big part of changing careers successfully is making sure you have an established network of friends in place before you make the big move.

This is your social circle, your network of people that you know in the industry you’re trying to move into that can help make your transition a bit less difficult. In many industries, they say it’s all about who you know, and this is more true than you probably realize.

Even that guy you say hello to every day at the coffee shop might be a potential contact that could prove valuable in your business at some point. As an entrepreneur, you just never know when you meet someone, how they may affect your life and your business further down the road. Make friends, exchange contact information, expand your network. But do it with class, and don’t be an… well, you know.

Just Do It

Have you done all the research? Asked yourself all the tough questions? Have you mapped out some kind of game plan on where you’re going, how you’re going, and what you need to get there? If you’ve done everything you can think of to mitigate potential failures, it’s time to quit talking about the big plan, and do the big plan.

It’s easy to get stuck in some kind of holding pattern as you wrestle with a big life change. Any big life change, really. It doesn’t just apply to careers. “Should I? Shouldn’t I?” is the mental narrative that seems to loop on repeat.

It often triggers something I like to call procrastination assassination. I should know, I’ve been a victim of it myself. Don’t let that be you. Once you’ve reached a certain point, you just have to take a leap of faith. Or give it all up for good and resign yourself to your current ho-hum career.

But if you’re reading this post, I know you don’t want that. You want more than ho-hum. So how about you get busy, and make that long-awaited dream happen?

By my admittedly flawed calculations, I figure now is as good a time as any.

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Chris Castiglione Co-founder of Console.xyz. Adjunct Prof at Columbia University Business School.