Orthopedic Leather Shoes/Boots

My uncle has asked for my help with finding orthopedic leather shoes that don't look...well...orthopedic. His 2 musts are that the toe box has to be wide and it has to have a removable insole. Rubber outsoles are a plus but not a requirement. His budget is under $400. He hasn't been as helpful as I'd like narrowing down the style he wants, but he will be looking for more casual options like penny loafers, mocs, casual oxfords, or some kind of boot. My plan is to find specific shoes that check his boxes and ask him to pick between them. Brands I've found that could work: Allen Edmonds Cole Haan Johnston and Murphy Dr. Martens Samuel Hubbard I know the first 4 brands all come recommended with reservations on here, and I feel comfortable explaining the pros and cons of all of them to him. Does anyone here have experience with Samuel Hubbard? For an explicitly orthopedic shoe brand their shoes look actually pretty decent in pictures, but I can't tell how the leather quality and construction are. Also, are any other brands I should be looking at? Thank you, I'm sorry this question is really broad, I tried getting as much info as I could.
6 Replies
hecklebuckle
hecklebuckle9mo ago
I wear docs with orthopaedic inserts in them. Original insole was easy to remove. Probably a good idea to try before you buy because I wouldn’t call mine all that comfortable due to stiffness of the leather.
Please Go Away
Please Go Away9mo ago
Thank you! I was worried about the stiffness too so it's good to know that's been your experience.
hecklebuckle
hecklebuckle9mo ago
FWIW mine are the shiny leather which might make them more stiff
raisinpie
raisinpie9mo ago
Greasy is much softer out of the box than the other doc leathers
Please Go Away
Please Go Away9mo ago
Did you buy a model with a removeable insole? Or did you just remove the glued-in insole?
hecklebuckle
hecklebuckle9mo ago
Removed the glued in one (I think?). I remember it having a single little dollop of glue at the heel and nowhere else
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