I am wearing these with my orthotics as I needed a zero drop shoe (I was born with flat feet). I also wear the Nine2Five's with correct toes (these work great with them!). The only issue I have, is that they are slightly narrow (about a 1/4&#34;) for orthotics. Without orthotics, they are fantastic! I was having difficulty finding a decent looking dress shoe that was zero drop and would work with orthotics. The toe is wider than your typical narrow toed shoe... I was a bit self-conscious at first, but... my feet are happier now!  Update:  I've had these for 4 months now! No issues. The Leather has held up re-markedly well, haven't had a need to polish them yet (my old shoes would look worn and sometimes have heel cracking by now). I'll see how they withstand the winter and snow. I wear these 4 days a week (Friday's are casual).