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Why You Should Work Both for a Company and for Yourself

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Businessman on Commuter Train with Laptop Computer

People who have both freelanced and worked in an office environment usually have incredibly strong opinions on which experience is better. Office folk love the structure, regular paycheck and team environment. Freelancers love the freedom, flexibility and passion for their jobs.

But these aren’t the only things you can learn from each experience. Truth is, you can learn from both avenues and both can help shape your career for the future.

Two-and-a-half years ago, I quit my PR job in New York to strike out on my own. My blog had been doing better than expected, and the Facebook ads that landed me the job in the first place were bringing in some great freelance work.

So for two years I freelanced, slowly building up my client lists, getting more recommendations and figuring out how the hell to balance a real life with working for yourself.

And yet, today I work full-time for a digital marketing agency in Auckland. Seven months ago I would have told you I’d never work for The Man. I liked being my own boss and choosing my own clients and working from my footie PJs (note: I do not own footie PJs).

But let me tell you, the two years I worked for myself taught me more about work and careers and real world more than college ever did. And working at this incredible, small(ish) company has taught me more about collaboration and creativity and the power of marketing more than my puny freelance business ever could.

That’s why, if possible, you should try both these routes. Freelance while working full-time. Get an internship or consulting gig in an office while freelancing. Or do one and then the other. Here’s why:

Freelancing teaches you:

Multi-tasking. From writing your own invoices to figuring out how much you’re worth, and from selling yourself to actually doing the work, you will learn every aspect of running a business.

Hustling. No one is going to find clients for you. To survive, you’ll need to have the guts to go to networking events, cold call, ask for referrals and request recommendations; otherwise you’ll have no clients and no money. Being a freelancer makes you confident in selling your skills and asking for the things you want.

Trusting your gut. When starting out, most freelancers take whatever they can get. But the longer you work for yourself, the more you can be choosey about who you work for. That means you usually love your clients, projects and time you spend at the “office.” Eventually you learn to pinpoint when that email from a prospective client is subtly saying, “I’M GOING TO BE HUGELY DIFFICULT AND CONSUME ALL YOUR TIME.” And if you’ve been a good little freelancer you’ll know exactly when to avoid those guys.

Work when you’re productive. Not all of us are particularly functional at 8 a.m. and do epic work at midnight. “Real” jobs can pretty restricting unless your peak hours are actually 9 to 5. Being your own boss lets you quickly discover the times and places you are most productive, meaning more efficiency, self-awareness and subsequently more time off. Sort of.

Office jobs teach you:

Your idea is never the best idea. During the past few months at Young & Shand, I’ve never once seen one person’s idea come to fruition. Not because the people here aren’t brilliant. They are. It’s because we all meet and brainstorm an idea that ends up morphing into this epic, genius thing we’ll then work on together. Working as part of a strong team can mean all the things that make you awesome are suddenly heightened. Like being a vampire.

Wearing clothes is a good thing. Every freelance website on earth tells you to treat your home job like a real office. Wake up early, get dressed, work at a desk not near your living space. I did not heed this advice. I worked from bed, got up at 10 a.m., and blogged until 2 a.m. Yeah, I personally didn’t have the willpower to work from home. Having an office job keeps you social, sane and hygienic.

Most bosses are better than you. I was a horrible boss. I worked myself to the bone, couldn’t teach myself the ways of the world and had zero tolerance for mistakes. My current bosses are understanding, flexible and patient mentors. I really lucked out with them as I’ve had some pretty crappy bosses in the past, but I do think we’re harder on ourselves than anyone else. When you work for someone you usually grow more as a person and employee.

This isn’t an attempt to convince you one path is better than the other, it’s simply meant to help you think through the benefits and drawbacks of working for yourself vs. working for someone else (and get the gears turning in your head about whether you can do both at once).

What has your work experience – whether getting out there on your own or as part of a company – taught you?

Marian Schembari is a blogger, traveler and all-around social media thug. She’s based in Auckland, New Zealand, hails from Connecticut and blogs at marianlibrarian.com.

  • http://www.breeglenn.com Bree Glenn

    Excellent post. I agree, 100%. Doing both, is definitely working for me.

  • http://www.jessicajourney.com Jessica Journey

    I’m doing both, too, and I love it. I get the structure and support of an office environment, but I still get a chance to do things out on my own.

  • http://twitter.com/Nachogarza Ignacio Garza

    I just start doing freelancing jobs and I need to learn a lot about how to deal with a full time job and the freelancing, Im doing some website and helping with social media but still dont know how to get in to the best practices as a freelancing.

    I feel really lost about doing more work after hours but I like it, if you have any advice please! share it with me jejeje

  • Nicholas Reyes

    Ive done several amounts of freelance jobs, and I agree with this article, that they definitely turn you into a go-getting hustler, its the only way to survive, and you really learn a lot about business, how to market yourself, how to communicate with people when you are trying to sell them on something. I feel as though my experiences in freelance have helped me so much as far as communication abilities, both written and verbal, my sales abilities, and just life in general. Office environment teaches you how to work with a team, communicate with people who are on the same team as you, and come up with ideas that will be mutually beneficial for the company.

  • http://twitter.com/itsjessicadc Jessica Ann

    couldn’t agree more! when working for The Man isn’t your cup of tea, it’s nice to know that you’re building your own empire in the process. As long as you can keep telling yourself that you’ll eventually have “a way out” of the 9-5 gig as you build your clients and learn what does/doesn’t work for you, working for others isn’t as dreadful.

  • http://butterflyist.com Andrea

    I love this post – I’m firmly in the freelance category as I’ve found myself to be way more productive working for myself/from home that I ever was in an office.

    I like your point about trusting your gut – it’s tempting to take whatever’s on offer but you do learn that some jobs just are not worth it, or can be devaluing both to yourself and the other freelancers working in your field. What I have learnt now as a freelancer is that I am unemployable haha – I was never very good at taking authority and I’m even worse now after 7 years of self-employment!

  • http://www.nohelphere.com Sarah Goshman

    I was literally just reading about you in “The Education of Millionaires” and here you are in my RSS feed! :-) I definitely think this is a great post… Barbara Sher says the same thing in one of her books as well. If you don’t try both, I think there’s always that grass-is-greener thing… at least having done both, you can decide. In fact, there are plenty of other options as well… it’s not really an either or thing. There are different-sized offices and businesses, different kinds of freelance work… it’s all about being willing to explore new things to find out what you need and want right now (and accepting that that can change!)