[shepbook]

I had this same kind of experience.

I taught myself Rails in about a month and then joined a Startup Weekend event. It made me realize just how much I _could_ do.

I too went the "freelance" route. I didn't have the experience of taking it on as a "side project". I was fired from my job and, rather than do the job search grind, I found it easier and better to do contract work on a "freelance" basis.

I'm still figuring it all out, but the important part is that I've learned just how valuable and capable I am. All it took was making that leap and pushing myself outside my comfort zone.

Unlike most people, it seems, I actually do suggest quitting your job. Get a handful of months of savings (if possible) first, and then make the jump. It's hard work, but it's worth it.