My Future as a Freelancer

Freelance writing is something I've struggled with for a while now.  On the upside, the hours are unbeatable, and you can write when you feel like writing.  On the downside, the pay is terrible.  Abysmal.  And it's all before taxes, which is even worse.  And there's no such thing as a vacation.   And there's not enough money in it for a real vacation.

Coming up in November, I turn 25 and lose my health care that's part of a family plan (because I needed another reason to celebrate the milestone).  I need to start paying several hundred dollars a month for health insurance (at least two hundred, more depending on what I need once I look at everything with a diabetic's concerns in mind), and as it stands, freelancing just won't cover it.  Not without living paycheck to crappy paycheck (while living AT HOME with virtually NO BILLS).

In short, I need to make more money.  Which does kind of suck, because all in all, I like setting my own schedule, I like sleeping in when I feel like sleeping in, and working til midnight when I just couldn't get it done during the day.  But to be honest, I need a change.  And I need healthcare.

So my life as a freelancer is seriously threatened; now, this doesn't mean that I'll drop the jobs I have, because I'm invested in them and I just don't want to give up anything any time soon, but what it really means is that I don't know what's going to happen in the next few months, I'm a little scared, but I'm pretty resolved.  My life and my finances need a big change.

So what will it be?  Let's consider:

Retail: I've had bad experiences, but I enjoy the "I pay you to be here, not to think" mentality.  Plus it usually means my mind can be elsewhere.  Which is good.

Admin: Despite working in a bank and in a law office, Administrative jobs seem to to think I'm not qualified to assist them.  I've never had much luck in this field.

Food Service: I have no experience whatsoever.  Is that a problem?

Data Entry: Kill me.  Both my mind and time are occupied.  Pass.

Per friend suggestion:

Smuggler: Would depend on what's being smuggled, but I think I'd be very good at it.  Hopefully it's 1660 and we're smuggling rum....or haunted rubies, I could do those too.  Or Johnny Depp.

Any other suggestions?