Pages - Check Spelling While Typing - Your

"This would logically mean that Pages thinks it's a problem with the context...?"

Possibly, but my understanding (which may well be out of date) is that the spell check tests only for the presence of that group of letters in it's spelling dictionary, while grammar check has a wider view that takes in context.

What each feature actually does is probably documented somewhere, but I've not seen it (and don't know if it is available to the public.

Regards,

Barry

While the marked word is not misspelled, it and you're are among the most common pair of 'choice' errors made in written English. (Another is the there, their, they're trio.)

A possible explanation, then, would be that it's an intended flag to draw the writer's attention to a possible spelling error.

My Pages (likely an earlier version, and possibly set to a different region) does not flag "Your" in a copy of the text, and correctly flage "You're" in the same location as a "possible grammar error."

Is the flag specific to 'Your" or does 'your' also trigger it? Does 'your' get flagged in all situations? Does 'You're' or 'you're' also get flagged?

It could just mean that,for reasons not known, "Your" or "your" are not in the spelling list of your installed dictionary. If so, a right click (cotrol-click) on the word should bring up a menu with several choices to replace it, ignore it, or learn it, as seen for in this example using an intentional misspelling of 'Mind':

That said, consider using the Provide Pages Feedback menu item in the Pages menu to file a bug report. The report for will ask for directions on how to trigger this error, so you might try the situations described above and include any that also cause the red flag.

Regards,

Barry

With only Check Spelling While Typing selected, and regardless of using Automatic by Language, or U.S. English in System Preferences > Keyboard > Text panel, Pages v11.0 on macOS 11.3.1 does not flag your content when I enter it here. It is clean.