I think you answered your own question about how to get started. You have a friend in the excavating business. Perhaps you can start out by sub contracting for him. He'll be able to gauge how good of an operator you are and put you on some less critical jobs to begin with. It would give you experience and make him a little extra money. You might find you hate trying to run a business by yourself. It can be a PIA trying to do the jobs the jobs you have, estimate other jobs, returning phone calls, collecting your pay, dealing with complaints, losing jobs you spent a lot of time estimating, etc. It's not all fun and games running a business. 1000 hours the 1st year I think is dreaming. The first thing to figure out is what type of jobs you are going to do with your machine. If you want to do residential landscaping, you need a smaller machine no more than 5' wide to fit between houses.