The place we cashed in for our pond project had a pretty slick setup for a well and tank in a pit. It was on the Tippecanoe River in Indiana, so the winters got pretty cold. The northern Wisconsin winters that I remember were a few ticks colder, but this might spark some ideas with Damone.
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The pit was 4 feet deep with cinder block walls and a gravel floor. The top of the well was just above the gravel floor level. This obviously won't work for Damone, but the pitless adapter will keep him in the game. A concrete slab floor was poured around the pit and a 12' x 18' pole frame and insulated bunkhouse was built on top.
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The cover set flush with the slab. It was built with treated 2 x 6, 3/4" plywood for the floor, and insulated with foam sheets and expanding foam sealant around the edges. The shed had a space heater, but I never really used it. The point is, there was no heat yet the whole shootin' match never froze. I think the pit alone was not enuff; the structure alone was not enuff; but the combination of the two along with the size of the slab floor stretching out 12' x 18' kept the frost line at bay. It worked very well.
