The HourglassA few days ago I had mentioned that a client of mine has been considering a rather large career change and had asked me for some advice.  I was ill-equipped to act as his career counselor, so opted to ask anyone who wanted to comment for their insight.  That said, changing careers is something that a lot of my colleagues, including myself, have thought about over the last year as our pay checks have continued to shrink and half of the foreign staff have returned home.  Many of us have our annual reviews coming up, and we’re wondering whether the company will hold on to us despite the lull in sales.  But what are our options?

When I was living in Canada, I had worked as a freelance programmer in my spare time.  There were quite a few opportunities back in 2006 and 2007 as everyone seemed to want to bring their corporate websites into the Web 2.0 world, and it seemed that everyone wanted to have a blog.  Someone could easily earn upwards of $2000 a month in extra cash just by setting up WordPress sites for two dozen clients and showing them how to use the tools.  Now that blogging has (apparently) passed into antiquity, iPhone and Android applications are where the money is for anyone with a few hours to spare.

But is this something one could do full time in a foreign country and still afford a semi-comfortable lifestyle?

Was Xzibit Right?

Xzibit, one of my favorite rap artists from way back, remarked that “procrastination is like masturbation, you’re only f***ing yourself”.  I couldn’t agree more. A lot of people say that they want to be their own boss, but never get started.  When recessions are in full swing people are far more cautious about starting anything new, and finding (or making) excuses is incredibly easy.  However, without the initial leap of faith, we will probably never have a career that we truly enjoy.

One of the biggest advantages to working for ourselves is the ability to have multiple income streams.  With a single employer, we’re putting ourselves in greater danger of losing our source of income.  If we’re working freelance for (ideally) many clients, then the risk is reduced.

On top of this, there are several markets that we can get involved with.  In the case of programming, this means that one could focus on writing mobile applications while leaving the rest to other freelancers to pick up.  Personally, I prefer working with a very narrow niche market, which often means that the pay is generally higher.  This doesn’t mean that we need to limit ourselves to just one market, though, as our skills can be put to use many different ways.  Never let anyone tell you that a particular freelance market is small, as this is often not the case.

The last reason I’ll mention today has to do with the allure of handsome paychecks.  When we work for ourselves, we don’t have to sit down, shut up, and get paid what our employer feels we deserve.  Of course, we need to earn that money before we can spend it, but that’s just one of the fun challenges that is part of being your own boss.  For anyone that is serious about taking control of their own income, being a freelancer is one way to do just that.

But what are the legal issues that might get in the way of someone living in Japan?  Are there certain restrictions that someone might face with being an entrepreneur?  I, for one, intend to find out :)