Have you done it?
Yes. Twice.
Do you like it?
The first time, yes and no.
The second time, definitely yes.
was it worth it?
Ego-wise, yes. Financially, not really. There were many times I went without a paycheck so that my employees got theirs. Cashflow is a wicked thing.
What was your specialty?
The first business was a design and engineering company that supported the automotive industry. We did CAD/CAE.
The second business is a farm.
How many people worked for you?
The design business employed 25 people, all degreed professionals except for the office assistant. The farm is just me, but I hire part time help from time to time.
How big was your shop?
We had two design offices, plus on-location sites in Detroit. About 8000sf total. We had over $800,000 in computer equipment and software alone. We grossed about $3MM/year.
Any other things you would like to add about this topic.
Other posters have said it, and it's true. Owning your own business requires long hard hours. You often become the head salesman, project leader, supervisor, accountant, and janitor all at the same time. Having a business plan is nice, but it's pretty difficult when you don't know when your next job will land. We had a line of credit to get us through the tough cashflow periods, but when you owe $500,000 on the LOC, $27,000 of salaries need to be paid this week, and your customers typically are in a 120 day pay schedule, it can be pucker time. Especially when your house and everything you own is on the line. There were a lot of sleepless nights. After 5 years, I went back to work for someone else. Lots less stress, and in the end, I actually made more money.
I have "retired" and now am self employed as a farmer. There's not much money in it, but it sure is fun and a lot less stressful. It's nice not having any debt, partners, or employees to worry about. I can plan my day at breakfast, and the commute to work is less than 1 minute.
It is a good idea to like what you do, whether you work for yourself or someone else. But in the end, no matter how much you like it, if it becomes your livelihood it will eventually become a grind. The more money you want to make, the more work it will become. If you add partners or employees, make sure they are someone you can trust with your life, because in many respects, you are trusting them with your business reputation. You will often learn things the hard way, like the need for liability insurance, setting up payroll and taxes, keeping good records, and following up with your customers accounts payable department.