Roofing in Wisconsin carries snow for a long time and then meets ice at the eave. North slopes and shallow valleys hold the pack. A metal roof sheds that pack in a sheet and can rip a gutter or block a door. Southern asphalt still ice-dams when the attic is warm and the soffit is blind. Leak stains in a bedroom often start well upslope from the wet spot you see.
Ice along the eave, thick icicles, and stains that grow on cold days point at meltwater backing up. Do not wait for a rain that never comes. That pattern is meltwater, not a random hole. Cracked pipe boots go brittle in this cold and then leak when the thaw finally comes. Chimney flashing on older brick fails in the same thaw. Valleys packed with ice and seed will tell on you in March.
Ventilation and insulation decide whether next winter repeats the dam. A bath fan dumped into the attic is a common reason the deck stays warm. Baffles buried in a later insulation job stop the soffit from breathing. Say if you have looked, and say if you have not. Snow guards or the lack of them matter on metal above a walk. Name a low-slope porch separately from the steep main roof.
Scope is tear-off or overlay, underlayment, ice protection at the eaves, flashing, and where the snow is allowed to land. Debris has to leave a tight village lot or a long farm drive. If the deck is soft under a known dam, shingles are not the whole repair. Temporary cover matters during a January thaw when the full work cannot finish in a day. Keep people off a snow-loaded slope.
Say metal or asphalt, ice dam or a leak you can see, and whether a cabin or a year-round house is under the roof. Name the town. Wisconsin snow does not care that you noticed it late. Call the number on this page.