...i just got off the phone with a friend of mine, well i thought he was, he was telling me that i would be lucky to get $40 PER HR. with a machine that size...
You can get whatever people are willing to pay you for using the tractor -- he may only get $40/ hr for his, but I can think of many situations where I, as a customer, would be willing to pay more than the "going rate".
If I have an ongoing business relationship with someone who regularly does my lawn care. He knows exactly what I want and can do it with few instructions. If I hire an outside person, I first have to go through the interview process, show him the job (which means arranging to be home when he shows up -- not at all easy), and then I have to explain the job to him when he gets there & watch him do it so I get what I want. I usually would want to get two or three bids. All told, I might put 6-8 hours into it, for a 4 hour job.
I would easily pay someone I know and trust more. Maybe $50 or $60. Just because I would save the interview time, the job description time and I have an ongoing business relationship with him. I am more likely to get it done correctly the first time, and if I have to have something fixed, I know when he is going to show up. A lifetime of experience has taught me that if a contractor doesn't do something right, he will always tell me he will come back to fix it, but a small fix goes to the bottom of his priority list and it could take years.