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What screams "poorly educated"?
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I personally find your/you’re very tricky for whatever reason.
Like, I know which one I’m supposed to use, but I occasionally find myself using the wrong one every now and then for some inexplicable reason.
Yes. Especially when typing. Hand writing tends to filter the confusion out more.
Sure, makes sense people can know the difference and make these mistakes because of muscle memory or whatever. The problem I have with it is it's clear many, many people either just don't know or care which one they're supposed to use.