Rimworld is probably the closest thing to that right now. Watch your village starve as their clothes wear out and they get frostbite.

Or dwarf fortress if you want to get medieval

Have you tried dwarf fortress?

I believe this is the Black Ice mod for Hearts of Iron 3

Not military but have you tried oxygen not included? That game will give you trench foot.

Not really military logistics, but you might check out Captain of Industry. Everything sort of depends on everything else. You need food for your workers. But you need building parts to make farms. So you need bricks, iron, wood, and concrete. Each of these has a building and process associated with it. You need trucks to move materials. You need excavators. So you also need factories making vehicle parts, and maintainence parts. And all of these machines and processes make a waste product you have to deal with.

Foxhole is a good game but probably not as grindy as you are looking for.

Try some hex and counter war games.

Pretty sure The Campaign for North Africa is on the Steam Workshop for Tabletop Simulator.

Estimated completion time (untested, as no one's finished a single full game of it) is 1500 hours.

Edit: Oh fuck how did I end up on a 2 year old thread