Derek’s an OG forum junkie turned menswear writer for Put This On, mass publications like The New York Times, and his own always-excellent blog Die Workwear!.

In the last few years, Derek has become, to many, Menswear Guy on Twitter, where his sharp cultural insights on style and complete lack of brevity break every rule of the platform in such a wonderfully potent manner (…and sometimes get him screamed at online, believe it or not).

I’ve been a huge fan of Derek’s for years, so getting some time with him to just talk about the shoes and boots we dig, from bespoke to workboots, was—putting it quite lightly—an honor.

Links to every brand/style we discuss can be found here: https://www.stitchdown.com/stitchdown-shoecast/derek-guy-recommends-shoes-boots/

Put This On https://putthison.com/author/derek/

Die Workwear https://dieworkwear.com/

Derek's Twitter: https://x.com/dieworkwear

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2026 dates and location for Stitchdown's Boot Camp 4—the world's fair of shoes and boots and leather and more—coming soon.

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