Any recommendations for brown dress shoes that will not get super scuffed in the front tip? Based in Chicago and the winter kills my shoes but I also hate doing upkeep

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My Johnstone & Murphy’s have held up pretty well and on the plus side are cheap enough to be a bit of a “road warrior” shoe. That said, you’ll pretty much have to do some upkeep to keep them in good shape.

Alternatively, I’ve got some timberland dress-ish boots that have held up pretty well.

Allen Edmonds are good, especially ones that have rubber soles - theres a guy on ebay named “dabondo1” who sells lightly used and new ones for under $200. 4 of my 6 pairs of AEs came from him 😎

You should get some shoe covers for when you’re going outside

EY1 - i used to wear them pretty religiously until I almost ate shit at work. Now i just wear rubber soled shoes for rainy/snow days

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