I know that this question is pretty old, but I thought it couldn't hurt to include my input.
From what I read in your post, it sounds like you had a general idea of what your dream job could be, but never got to outlining specific details of what your company would actually do, i.e.:
- What type of software would your team would be writing? (Security, Network, Web Apps)
- What would your cooperate philosophy would be? (Don't be evil, "It just works", etc)
- What you would consider to be a successful, worthwhile business? (Making a bug-free product, making enough money to scrape by, Outselling google and Microsoft)
- Who would you be marketing this to?
- Who would be your competition?
Things of that nature.
As a result of never really getting around to figuring these things out, and you just kind of fell into something to pay the bills for the time being and either: didn't build up the courage to give your idea a go, or were too pre-occupied with more important things, like raising a family.
Honestly, I think that with the way things are going, now would be an excellent time to start up a small business, as you can (probably) find a lot of great discounts on things that larger companies are trying to sell off after being closed down and liquidated.
Of course, if you're waiting for the economy to level out a little bit before doing anything too crazy, it couldn't hurt to figure out exactly why owning and operating your own business would make you happy, and exactly how you would improve on it from your current job.
My advice would be to layout and work on a Strategic plan when your feeling down because your current job, that way, if you ever feel trapped at your job you have a "parachute" of sort sitting right next to you.
I would strongly encourage you to ask yourself scary questions (and answer them) before considering anything serious though:
- "How many years am I looking at, before I can dig myself out of the hole that this thing would put me in?"
- "What's going to happen if this doesn't work out?"
- "How quickly would I be able to recover from loosing something that I put this much effort into?"
- "Will I try again with a different business, or go back to another job that I'm dissatisfied with?"
- "How could these failures affect my family?"
- "Will I have to move across state/country, to find a reasonable area to set up my business?"
Try to measure exactly how much the benefit is, compared to the risk.
Hope this helps.