Just a thought.
Your numbers and your experience suggest renting - assuming that you can spend more than 8 days per month doing the clearing. After a month you can always go to Plan B!
However, your contractor number looks high given your rental number. You can rent the tractor and hire an experinced guy - given the economy - for less than $10K per month.
Thanks for your reply!
I could easily do 14 days, vacation + weekends clearing.
Excellent point on renting and hiring!
The contractor numbers includes gravel, I’ll need a lot of it!