257 | Derek Guy on the Theory and Practice of Dressing Well

Putting on clothes is one of the most universal human experiences. Inevitably, this involves choices; maybe you just grab the cheapest and most convenient clothing available, or maybe you want to fit seamlessly into your local environment, whatever that might be. But maybe you choose to dress more consciously, putting a bit of effort into crafting a personal style and creating a desired impression in others. Derek Guy has, to his own surprise, become well-known as the menswear guy on Twitter. He has put a lot of thought into both the practicalities of clothing (how to find a suit that fits) and its wider social impact (how fashion acts as a cultural language). We talk about both sides of the coin.

(Picture on right is not Derek, but rather former US Attorney General Elliot Richardson, whose dapper image Derek uses as his avatar.)

derek guy (not really)

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Derek Guy is a fashion writer living in San Francisco. He blogs at Die, Workwear!, and contributes to a number of publications.

3 thoughts on “257 | Derek Guy on the Theory and Practice of Dressing Well”

  1. Sean you rock!

    I sure hope you decide, soon, that information truly cannot be destroyed. I don’t like the black hole evaporation nonsense.

    😉

  2. Hi Sean,
    This was a really interesting episode (not that your other podcast episodes aren’t interesting), thank you!

    I was trying to look up the NYtimes article that was cited about dress considerations before testifying to the board at UC Berkeley against a student’s advisor, but I couldn’t find it. Or at least the articles I found that somewhat hit those search parameters don’t mention anything about choice of attire.

    Do you happen to have a link to it? I wanted to use this to illuminate the struggles/considerations that different subsets of the population have to go through, and hope to open up some amount of discussion about this in classes i teach.

    Anyways, keep up the good work!
    Sincerely,
    Aaron

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