High Order Blog

Building a company from the bottom up.

Just Quit Your Job Already

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That’s my advice if  you’re thinking about starting  your own company.  Now, granted, I’m still waiting on Delaware to confirm that I, in fact, have (part of) a company, but the past few months have been pretty educational.  Let me walk you through those months:

Summer 2008, sometime

I hate my job more every day.  The pay is fine. I’m respected by my peers.  The company seems to mean well and try hard to make me happy.  But those elements can’t overcome my discontent stemming from corporate lethargy and an avoidance of risk (and a challenge).

August 2008

I read a sufficient number of Paul Graham essays to convince myself to quit my job and work for myself.  I was going to escape from the zoo, dammit!  But what would I do?

October 2008

I was a free man.

But wait!  I felt like I skipped a step.  Oh, yeah — that part about identifying my usefulness to society and how I’m going to survive.  No worries…  I have three and a half years’ worth of savings!

November 2008

Doctor Yi: It sounds like you aren’t treating your stomach very well.  Describe your daily routine for me.

Me: Well, I wake up around noon and make a pot of coffee.  I usually skip breakfast because I’m too consumed with ESPN and my RSS feeds.  Eventually I’ll get hungry and stop by Subway or Taco Bell.  By the time my girlfriend gets home from work, I’m dying to get out of the apartment so we usually go out to eat.  There are a lot of great Mexican restaurants in the neighborhood…  Then we’ll top off dinner with some hot chocolate or ice cream.  …there have also been a lot of birthday celebrations/an election party/after work events to attend, at which I’ll enjoy my favorite craft beers.  …couldn’t we have done this over the phone?

December 2008

I made the move to Boulder.  I was pretty sure I’d forgotten how to code, my attempts to “work” were futile and I started to notice my bank account’s rapid decay.  At least I moved to decaf and got outside more.

January 2009

Locked in a small basement room for a day, I had no choice but attempt productivity.  The first day of work was awkward — we bought office equipment, set up phone lines, incorporated our company, etc., but I still didn’t know what the company did.  I didn’t know whether to check all or none of the boxes on the various forms that insist we must have a purpose.  I checked “other”.  I started to question my idea of a bottom-up company and anxiety set in.  Thankfully there was something calming about working through some of the logistics.

By the end of the first week of locking myself in an office, I got that feeling of a voracious, free-ranging predator (yes, I’m continuing with the metaphor).  Ideas were flowing better than ever and my confidence sky-rocketed.  Every idea seemed so doable.  And now, just a couple weeks later, I’m considering what to start building tomorrow, which is vastly different from considering what I might build someday.  No more excuses.  I have regained the comfort from knowing that 5 years from now, at the very least, I’ll be able to say “I tried”.

Now, I’ve heard stories of people starting companies – and even selling those companies – in their spare time.  If that sounds like it could be you, by all means, keep the payckeck.  But if you’re like me, you need to find that small basement room with a locking door.  Skip over as much of mid-October through December as possible.  January is why you should leave your job.

Written by Doug

January 28th, 2009 at 12:00 pm

Posted in Company

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