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“Financial Self-Sufficiency As a Freelance Writer (STILL?) in Six Months or Less”??

Okay, need some input here. As you all know, the subtitle to The Well-Fed Writer is “Financial Self-Sufficiency As a Freelance Writer in Six Months or Less.” When TWFW came out in 2000, that subtitle was no hype. After all, I was paying all my bills through commercial freelancing less than four months after hanging out my shingle.

Given the upcoming release of the updated version of TWFW (1Q/09), I’m rethinking this. Can someone, starting from scratch, indeed create a financially stable income stream from this business in 180 days or less? And if not, what would be a fair number?

I can hear you: “Well, it depends.” Course it does. Everyone’s starting in a different place. For someone coming out of, say, a corporate marketing position, with a pile of samples from their old job, a bunch of contacts and perhaps a few clients who’ve already whispered, “Count on me if you go solo” in their ear, I’d say six months is mighty doable. Obviously, someone with little of any of that is going to take a whole lot longer.

I can count on the fingers of one hand, minus 2 or 3, the number of folks who’ve bitched at me in the past eight years because it took them longer than six months. So, I’m not terribly worried about a bunch of whiney “You promised!” emails. I just want to be straight with people. I say it was easier when I started way back when, but that could have been my imagination: you’re in a groove, all pumped, nothing’s going to stop you, maybe it just seems easier. Can’t be sure. Hence the question. And yes, Jon, I know, if I think it’s easy, I’m right. And if I think it’s hard, I’m also right… 😉

But if it is a bit harder, conventionally speaking (and by definition, being a book title, it has to speak to everyone), I’d like the title to reflect that. And it needs to reflect how long it would take that mythical average person starting out – sort of a generally-speaking number. I’m sorta leaning toward 12 months. Sounds realistic, but still has a bit ‘o the “wow” factor (more so, of course, if you never saw the first one…).

What magic number would you put in this title? Twelve months?

If you’ve been in the business for more than 5 years (and preferably at least 7-8), do you think it’s harder than when you started, and if so, how so?