I hear ya Trippin. I have started two "successful" businesses, but dropped the first (which was not that successful, it was just a computer consulting and training self employment) as the 2nd (web / email hosting) was so busy at first. Then the hosting biz got slower over time, losing customers to lower pricing and new webmasters changing hosts. So I'm at about 100 customers down from a high of 400 15 years ago. Plus I have lowered my prices so the revenue is way down which is why I have a full time job and now trying to add a part time job as well.

So although I have had some success on the one hand, on the other I've not been self disciplined enough to know to 1. keep both businesses, and 2. learn and advertise new services to add revenue to the hosting business.

I think you could do it if you had an idea that was in demand. It just needs to be in demand is all, and without an over supply helps. It is easier than working for other people I think.

I blame some of the lack of discpline on tending towards the depression end of things just about all the time, rather than being hypomanic, but I suppose that is an excuse. It's also self discipline as you say. If you have a lot of bills to pay it's hard to start a business unless you can do it on the side.