If his fine motor skills are OK, Nikon AF bodies like the N8008s/801s or N90s/F90x are easy to load--and very affordable now. It's a matter of pulling out a couple inches of leader once the film can is in place, then closing the cover and hitting the shutter release to wind on.There's also an LCD icon showing successful loading.
Yes, very easy and reliable loading. And the cameras are very capable. The AF on my F801s is way behind the times, but it still does a good job of finding proper focus. I find it fairly easy to manually focus with, too.
And as said, inexpensive.
I do use a digital device in my photographic pursuits when necessary.
When someone rags on me for using film, I use a middle digit, upraised.