This excerpt is from a comment stream on Google Plus.
Steve Hoefer Aug 14, 2012
It’s certainly not for everyone, but the hardest thing about doing it is to make the choice to do it. +Sophi Kravitz is off to a great start with this site. I’ve been nodding along as I read all the interviews posted.
B Deevis Aug 14, 2012
I would love to go down this road, but what to do? How do I make enough to support my family? How do I get insurance? And on and on. So much to be nervous about.
Steve Hoefer Aug 15, 2012
+B Deevis Read the interviews on Super Green Dot. She asks those who have gone before exactly those questions and got some really good answers.
Your situation may be a bit more difficult since you have young-ish kids and their needs come first. But you also have a spouse, which can take a lot of the pressure off of having less stable income. Those with partners to support them have the easiest time transitioning to self employment.
I believe there are two primary things to successfully go off on your own:
1) Overcoming fear. There are several ways to help this. One is to have nothing left to lose. Getting laid off is a good and common one. The next is to recognize you’re not on your own. There are tons of people, organizations and resources to help you. They’re not going to come to you though, you’ve got to go find them. The next is to recognize that a lot of what you fear can happen with any job. They can lay you off, cut your pay, cut your benefits, overwork you, etc, etc. When you work for yourself these decisions are much more in your hands. The last is to work towards it in steps. If insurance is your biggest fear, work on that. Like Sophi, find a part-time job that gives benefits. Or maybe your spouse can move to a job that provides insurance for all of you. Or maybe you can start a medical savings account and get a high deductible insurance coverage that’s affordable by the month. Or something else entirely. Work to overcome those problems one at a time and it won’t seem so overwhelming.
2) Do The Work! Work like hell. Work on the kinds of things you want to be working on, without pay. If you aren’t dreaming about your projects when you sleep you aren’t working near hard enough. If you don’t know what you’re doing, who cares. Do it anyway and you’ll learn. Give yourself hard deadlines and impossible projects. Do NaNoWriMo or make and blog a new thing every single day. Turn that shit out. Most of it will be crap, but some will be wonderful, and the wonderful stuff will get easier. Whatever it is, do it. Write, create, build, develop. Learn. Push. Ruthlessly build a portfolio. Share it. You’ll quickly fall in with people doing other amazing things who will support you.
And then it’s not unheard of (likely even!) that you’ll end up with strangers calling you up offering you money to do what you’ve been doing anyway!
And their deadlines are more reasonable. And then more and more will come to you, offering you opportunities to do things you’ve never had before. To the point where you have to tell them “No, sorry, I don’t have the time!” Or you can raise your prices so you can spend more time with your family, or live in luxury, or hire some people you think are awesome, or live in another country, or pick and choose only the projects that inspire you, or donate it all to charity, or something completely else that makes you happy.
But none of this will happen if you don’t do the work. No one else can do it for you. Working for myself is much harder work than any other job I could imagine. But it’s well worth it for me.
That said, it’s not for everyone. For some people it’s much less stress to let someone else make the business decisions and feel secure in a weekly paycheck. Some people don’t want daily surprises
at work or to be ultimately responsible for the success or failure of a project. Some don’t have the fiscal responsibility to deal with uneven income and extra paperwork. Some can’t stand the jack-of-all-trades-ness that a sole proprietor or small businessperson has to sustain. And all that’s fine! If that stuff sounds horrid to you then self employment is probably not your path to happiness. Quite the opposite!
And there are some people who do The Work and it never pans out. Some professions (mostly creative ones, especially visual arts) are incredibly hard to make a living at regardless of your work or talent. It can still be incredibly valuable to try, and while it may not ultimately lead to being a famous artist the journey often leads you to something different you wouldn’t have found otherwise. For example my work as an animator lead (though convoluted paths) to design educational video games, a business I found much more satisfying and rewarding. And both of those careers feed into my current business making electromechanical wonders.
Check out Steve Hoefer’s website at Grathio.com – there is lots of inspiration is to be found there.










