Monolith,
Spent 23 years working for others, now have 16 years working for myself. Starved for the first five years, I work longer and harder than I did for any body else, the hours are grueling, the paperwork ridiculously excessive, the employees exasperating,I have wished I had done some things different AFTER I went to work for myself. But I have NEVER regretted going to work for myself. If my businesses (I have two) go under I will start another one. I never want to work for another again. But, I also have an extremely supportive wife, probably the most important thing you need, more important than any business or electrical experience.
Good luck.
Bob