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Mice and squirrels will do some damage. When I had my roof re-done, the upper half of the insulation was completely missing or turned brown because of incorrect flashing gaps. You can stuff outside gaps with course steel wool and use ultrasonic deterrents inside but those don't penetrate through drywall. Rockwool insulation is really pricey but is supposed to be fireproof/mouseproof/etc
Keeping moisture out is a lot easier than dealing with it inside. Good idea for the perimeter drainage plans. Might consider waterproofing the outside concrete below grade, especially the uphill side where snow collects high. Concrete is porous and moisture travels. Cutting a few trees to get a bit more sun on the building might help.
Those small dehumidifiers don't seem to last more than a few years for me. Having a gravity drain tube to the outside will make it turn-key but winter freezing will definitely be an issue. A sump pump might be more involved than you want to get but it keeps the water table low.
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Meanwhile other things are still happening.
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