Mathey,
We have a local "Pick it yourself" tree farm. He does a lot of things right in my opinion.
First, his location is less than 1/2 mile off the paved road, so bad weather/poor roads are not issues.
You park in a lower area, then walk into the tree field. It is segregated by a couple of streams, so he can somewhat control where the people go. When he's cutting in the "far" field, you can ride a hayrack to the cutting area, then haul your tree back on the trailer. One kid does nothing but SAFELY drive the tractor/hayrack.
Once you pick, one of several kids with the hand saw comes over to cut your tree for you. This costs him some in labor, I'm sure, but I'd bet his insurance is cheaper, and he "sells" that all you do is Pick It, We Cut It. Also, looking at your house pics, you don't want some yahoo cutting down one of your landscape trees!
He also has a homemade "shaker" to shake the needles out of your tree. It's made from a sickle mower pitman and runs from an electric motor. The kid who cuts your tree takes it to the shaker, shakes it while you pay in the travel trailer next to it. You can enjoy a "free" hot chocolate or coffee after you get your tree (build the cost into your tree price).
They provide twine to wrap the tree for hauling and/or tying it on top of your car.
It's PAINLESS for the customer, and everyone smiles. My guess is he makes some good money from it, and hires only seasonal kids to help. He's a retired teacher, so he has had access to laborers!
They leave their stumps (cut to the ground level by the first cut of the tree) and hand plant next to the stump. It rots in a coupla years.
Hope you can glean something beneficial from this.
ron