Kelli, I have this page bookmarked and I go there and re-read it every time I start to micro-analyze all the reasons why I can't do something:
http://www.chrisbrogan.com/106/

It's pretty rough truth, and a lot of it might not be relevant to you, but I find that when I'm in a slump, I re-read this and usually come up with one thing I can do in the evening that moves my goal forward, just by that extra little boost.

I am always doing the same thing you are, by the way, meaning putting a little effort every day into self-employment. The only difference is instead of my first venture I'm on my 3rd or 4th, but the mental morass is the same.

I also love this guy's emails and his book, which has a great 1-2-3 section on earning your first bucks as a happily self-employed person: http://screwworkletsplay.com

Cutting expenses and eliminating all debt aside from my mortgage was the first step for me in taking off on my own, so you're ahead of the curve! I also made sure that my capital outlay for the new business was minimal (easy in my field) and that I kept my day job while I started up my own business. There were a couple of busy months there, but it was so worth it.

My first clients got a real bargain (not free but close to it!), but I made sure my service was so great for them that they referred me to others, who referred me to others, and off it went. I've never really had to market my business very much, aside from a web page and a stack of business cards. I know you can do whatever you put your mind to!

Your goal might feel different because you're not 99% in control of it like FI3 -- you have your intended customers' reactions to think of. Will they buy what you're selling? I think you have the talent to make any service compelling as long as there is a market for it. Talk to some people and ask them point-blank: Would they "buy" this? What would they most like you to offer? How much (range) might they be willing to pay? You can get a lot of answers just by speaking to the people you want to serve.