CollegeMowers has given you some excellent advice, especially regarding your pricing. Let your worker be in charge, drive the truck, and mow for a day, then a few days, then a week. Make sure he is someone you would trust with your customers and your equipment. You could then hire a part time worker. Do some properties as a three man crew, and also let your worker and the part timer do a few of your least important properties. This combination should let you add a few more accounts, test your worker as a crew leader, and give you a some time to sell more/run your business. You can continue to grow this way until your part timer becomes full time without much additional expense. You can check your pricing by making sure you are still making money with a 3 man crew. If are profitable enough to put back some cash to pay for a truck and equipment for a 2nd crew you should be in pretty good shape.