Open Thread: How Do You Know When to Go Solo?

A Web Worker Daily reader asks:

Recently, I have been mulling over the decision to go out on my own and be a full time freelancer. Do you have any advice on goal setting or any other good measures on when it would be a wise decision to move from being an employee to going out on your own? I have been developing sites on the side for 6 months now and have gotten a pretty good flow of business just on word of mouth.

Full-timers might want to have the next few months of work pretty well pipelined along with a financial backup plan before making the leap. The backup plan could be six months savings in the bank, family who can help you out in a crunch, or the ability to quickly get temporary work through an agency. Of course, you’ll also have to arrange for health insurance if you aren’t covered by a spouse’s benefits.

What do you think, readers? If you’re a soloist, how did you decide when to make the leap? Or are you considering it right now?

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