I have the Ipod Classic and would agree that Apple does make a good product and that Apple should have kept making this product. I have over 400 audio books and all my music on the 160gb device.
As for products for people with a disability, it will be a long climb to have products match the general market.
On the computer in folderview you can have it show as a list with details
I prefer that with the following things showing
Name - size - file type - date modified
Clicking on one of these properties once arranges it low-hi (or A-Z)
Clicking twice the other way around
So looking for an old file or a .PDF of that file with a name starting with a B can be done easier
That is the sad truth about all devices related to medical or physical problems here in the US. The TENS unit for my back has a wimpy plug too, even though they know thereās going to be movement. Glad I picked mine up used- I couldnāt afford a new one.