Do One Thing: Freelance Edition
This guy keeps me on track during the day
"I could never do what you do." I hear it all the time from friends and acquaintances who live in a land of biweekly pay schedules I've long since forgotten. Some of these people are right, of course. Their financial burdens too great, their familial responsibilities too vast, their personalities too risk-averse to jump ship for the wild world of startups. But most of them actually COULD do what I did, if only they'd learn the delicate art of unrelenting self-directed motivational manipulation.
See, starting your own business may be foolish and insane, but it's not really extraordinary. At least not anymore. As the cracks in our economic system come into sharper focus, so does the necessity to develop skills that you can sell directly, without the intermediary of a company.
But to do it? That's the real struggle. Right now, I'm sitting at a cafe in my hometown, trying to desperately to not read a recap of last night's Nashville (a show, dear reader, I don't even watch). I have no immediate deadlines. If I quit right now, nothing bad would happen. No one will fire me. No one will even really know. I could sit here and read people panic about ebola on Twitter all day with absolutely no consequences beyond an all-consuming sadness for the deep selfishness of humanity.
And yet, I write this post. I research a few startups I might want to work with. I draft pitches. I send out emails gently requesting payment. I claim a few content farm articles on topics I find interesting, which I treat as book reports for money. In short, I work. For at least a few hours. Every single day.
Because I can't afford to have zero days anymore. I have to do at least something each day for Seafarer, this thing I care for so deeply that I abandoned my 401k and my NYU library privileges and hundreds of business cards I didn't have to pay for. How do I get something done each day? I manipulate my brain mercilessly in the following ways:
Stop thinking: My whole job is thinking, mulling things over, figuring things out. But when I really need to get things done, I stop all that. Identify the single thing I really need to get done. Then I don't eat, read, daydream or Gchat until I do it.
Write it down: I'm a Virgo; I've never met a list I didn't like. At any given time, I have at least two to-do lists going: a daily electronic version on Teux Deux—check it out and an old-school weekly Moleskine. If I don't cross something off on each every day, I feel bad, and no one likes to feel bad.
Identify the next step: This is an old GTD technique, and the only one I employ on a regular basis. When a goal seems too big to tackle, how do you proceed? By identifying the next step. Even the biggest goals are just a series of little steps. I just can't let the size overwhelm me. Want to land six new clients? I'll start by reading Crunchbase's daily newsletter to see if any interest me. Want to teach a copy course? I'll fill out an inquiry on General Assembly's website. I might not accomplish the goals until next week, or next month, or next year, but I've made some progress. And sometimes a little sustained progress is all it takes.
Make it a game: When all else fails, I like to bet against myself. External motivation is not a scarce resource when you have a boss, because the pressure to do your job or be embarrassed, scolded, or fired is always there. Not so when you are your own boss. So you have to give other people the power. Commit to arbitrary deadlines. Use an app like Lift as a prompt and as motivation (don't break the streak!). Bet a friend $20 that you can finish your whole list by end of day. Really pay up if you don't. When you know you can do something, it's easy to blow off. When you think you can't, you try your damnedest.













