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A Job, or Entrepreneurship Right Now?

Should you get a job right now, or jump into the deep end with your own company? That's today's question from a reader: 

"I've gotten a few offers with startups run by very smart and successful people and am torn between working for a bit, learning and making some money vs hustling on the side to bootstrap my company. What do you think are the potential downsides (if any) to trying to hustle my way to bootstrapping my startup? What do you think would be the potential positives of taking a job?"

I've never had a job, so I'm biased. If you can afford it, the skills of working for yourself translate very well into the continued skills of working for yourself. The advantage of a job though, are (1) you get paid to learn the domain knowledge from people who already get it, (2) you get to see well-running policies and structures in practice which can be a huge-time saver later, and of course (3) you're more guaranteed to get enough pay to stabilize or build up a bankroll.

Of course, #2 can be as much of a curse as a blessing, because you can learn "the way things are" and not imagine to do bigger/better later. Most of the times it's more work re-inventing the wheel, but if you're creative you'll frequently improve upon past designs of people.

A Lull

On Tynan

I know that a lot of people's favorite posts are the self improvement ones. They're the most gratifying to write, and also to read the comments on.

I'd write more of them, but I hate writing them unless I feel like I'm really exemplifying the topic. Otherwise it's disingenuous. My worst nightmare would be for this site to turn into one of those other "personal development" blogs, 99% of which are written by people whose lives are not particularly outstanding, that churn out productivity porn every day.

"Ten new ways to organize your todo list!"

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