Thanks for the response. I think the Cornwallis will be fine if I only wore them to work which is business casual 95% of the time and suit/tie 5% of the time. I'm hesitant though because I feel like they wouldn't be good with "going out" attire.
Another option I was looking at was black Chelseas. I already have a black captoe shoe that is "good enough" for work and a pair of formal looking loafers that I alternate.
Maybe the chelseas will be of better use for what I'm looking for in a shoe.
Personally I think chelseas are hideous and should not exist. But I am probably in the minority there.
Ha! I'm the exact opposite! I love Chelsea's, but on me they look absolutely horrible.