If you have employees almost all your problems will have two feet. At some point you will ask who is working for whom?
Very hard to make it as a sole prop because of: Don’t get sick, don’t turn down work, don’t plan days off etc.
You do have freedom though. Every move you make is not judged, your work is. I would have a horrible time going back to the corporate world or even employee world. Think about it, who that you know can screw up your life in one day.. A boss / company you work for and your wife.
Sole prop is Freedom but freedom isn’t free.
Good luck.
Believe me I know...
I cannot ever imagine going back to work for someone else. My little business has been successful the past 4.5 years. And admittedly, I am doing something that I truly love to do, so most days it really doesn’t seem like ‘work.’
As I’ve told interviewers: How bad can a job be when every time you walk in there’s a wagging tail?
Going back to work for a company? No way.
I work out of the house now (18 years). The only good thing about working for a large company was I could lean my head against the wall while taking a leak.