I am going to assume your horse has laminitis or grass founder.
That said, DO NOT DO NOT leave him on grass.
I am in the midwest too and have been through this and back with my foundered pony. If he has founder he needs medical attention stat, X-rays and bute at the very least. And hay only!
My vet was here tonight (treating my QH gelding for some ugly sneaky infection) and their practice, which is 50% equine, has been treating horses left and right with grass and metabolic founders this year. It is something with the level of carbohydrates in the pastures, that horses all over that ar not typical founder cases are coming down with it hard. Even horses under 5 years.
You have to take a good look at your horse and see if he has a cresty neck, patches of fat behind hid withers. With metabolic founders the horses can be ribby but be fat elsewhere.
So, my pony foundered because I kept him on grass. We spent $225 on shoes, after a trip to the vet hospital that was $$$$, and x rays and consults.
He is only sound today because he lives on a dirt lot and gets first crop hay only. And even then barely a flake twice a day. NO GRAIN.
My pony did founder a second time because I let him graze for a few hours. THen a third time because he got too much hay.
THese metabolic syndrome horses are hair trigger. I keep the pony though because the kids (and I) love him so.
Good luck!! And also, pics won;t tell much. THe vast majority of a shoe's structure is to treat disease inside the hoof.