Presented in a dark navy colorway, the MADNESS x Timberland boots deliver weather-resistant suede, water-resistant GORE-TEX, Timberland tongue patches and gunmetal lace hooks.

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Bonus: Gore-Tex XCR uppers contribute to all-around environment-proofness. Bummer: A more aggressive outsole design would improve traction in loose dirt.

The new Gore-Tex membrane, which was announced in 2021 and debuted in some 2022 clothing lines, is called ePE. It replaces a membrane made with PTFE, the same compound behind Teflon nonstick coating.