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My neighbor (he has since passed) ALWAYS found someone to pay to bush hog his ~20 acres of pastures.

He owned a tractor, and a mower, but, he still paid.

Why? the fields were filled with "stuff"

Everybody that mowed for him usually tore up something.

There were rocks everywhere,, car parts, ready to tear up tires,,

How do you factor that in to a quote??
Another neighbor asked me to mow his fields, he was gonna host a wedding,,
The 5 acres is next to a creek, each year, branches wash into the fields.

I told him $2,000,, to mow it,,
He got another neighbor to do it, That guy damaged a rear tire,,
 
I have 7.28 acres. I'm guessing the house and yard is about 1.5 to 2 acres leaving about 5.28 to 5.78 acres of pasture. I had about 3 acres of it mowed twice. The first guy charged $300. The second guy charged $200 but said next time it will be $300. Both guys left small areas unmowed. This is flat Florida land with the occasional dip or mound and no large piles etc. Then I bought my 3025e with 60" bush hog and started mowing it myself. I found they were mowing around small piles of old fence posts and other small debris. I spent a day removing the fence posts etc. Now I mow the entire 5.78 acres in about 3-4 hours and get some therapeutic time on my tractor. Don't know what I'd charge to mow someone else property.
 
Where I live in SC there are many 5 to 10 acre lots in my community that are owned but not yet built on. They were all cleared as the horse farm community was developed starting some 20 years ago. These owned but vacant lots are required to be mowed (brush hogged) twice a year to prevent them being overgrown with brush. The current rate, with probably a dozen or more listed mowing providers to chose from, is $100 per acre. Owners can look for lower rates themselves outside the list but I think almost all choose someone from the list because it is convenient and there is no haggling or surprises.
 
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