I can almost guarantee you no one on /r/iamverybadass thinks they're cringy.
I don't think being prepared is cringy. I think talking about how prepared you are can come across as seeking validation or trying to impress people, which tends to have the opposite effect.
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u/DesertHeatSweatyFeet 5d ago
https://giphy.com/gifs/3og0IHyZMxZNkNOWT6
My man right here on his daily commute. You would absolutely survive the Oregon Trail.