I personally drop my trailer in our yard and bobtail home about 60 miles. And back into my driveway. The church parking lot route is a good option, we have another driver in our neighborhood, he parks his in the church lot on the edge of our neighborhood in the back corner. We also have a tmc driver I see his truck and trailer parked in a united moving storage lot up the street.
"Bobtailing" means you are driving a tractor without a trailer attached.
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Especially down south in the Summer. Concrete or packed dirt & gravel are much better.