I think there is some misunderstandings in this thread. We charge monthly here in Florida bc we work all year. So instead of really high bills in the summer, and low bills in the winter, we average it out for the year. A per cut person in Florida will typically not want service in the winter, this making them a terrible customer. You guys only cut for so many months, so it's not out of the norm to bill per cut, but problems can arise with a drought. We don't have droughts here as it typically rains from may-October. I personally would have a problem with paying someone for work they aren't going to do. But, if you sell the customer on doing weeds and or pruning on a week where it doesn't need cutting, that should go over way better.
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