First, I want to start out by saying that I am not very well versed when it comes to men's style, clothing, shoes etc. I've only recently, in the last few years, have started to upgrade my wardrobe. I work in a business casual environment so there really is no need for suits or anything, although I do own a few. I've recently decided to upgrade my shoes and have just bought my first pair of Allen Edmonds, Ashton, in chili brown and am looking for something similar in black. I've had two surgeries on my left ankle and was recently sidelined for a few days with an extreme case of plantar facitits, hence the search for better shoes. The reason I went with the Ashton is that it's from their orthopedic style collection and was somewhat interested in the benton. Now given my need for orthopedic friendly shoes I was just hoping the members on here can advice me on other brands, in a similar price range, I should consider for my black shoes. I've looked at some florhiems but can't tell if they are of quality or not. I honestly never thought I'd spend 300+ for dress shoes but I think it's about time I invested a bit in my work place wardrobe. Also, I've recently began purchasing shirts from Charles Tryhwhitt, as I find their Extra Slim or Tailored non iron shirts to be some of the best shirts I've ever worn. I was wondering if I can some advice on other brands I can consider that are in a similar price range. Thanks in advance for all your help!