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Mail search messed up since upgrading to MacOS 27

I have a huge archive of emails going 30+ years back. When I want to find emails with a certain topic I have relied on entering several keywords, and Mail gave me a list of messages that contain all keywords (or words that start with this string.) Now the search seems to be "semantic," returning emails that contain only one of the words or not even that, just "something similar." A huge list where I can't find the messages that are really relevant for my search.


This is totally useless for me! I want my old AND filtering back (by the way, entering AND between the words doesn't seem to help.)

4 replies

It is completely understandable to feel frustrated when a system upgrade breaks a precise workflow you have relied on for decades. With macOS 27, Apple completely revamped the core architecture of its Spotlight and Mail search engines. They shifted away from localized keyword caching toward a semantic, intent-based search model. While this was intended to help users find things without exact phrasing, it completely disrupted the rigid AND filtering logic required for managing vast archives. 

Since the system now defaults to "smart" fuzzy matching and typing AND no longer functions as a traditional boolean operator, you can force the precise filtering you need using these technical workarounds:

1. Force Strict Keyword Filtering with Quotes

Instead of letting the semantic engine guess your intent, wrap each mandatory keyword in double quotation marks

  • Instead of: project update delayed (which treats it as a phrase or semantic concept)
  • Use: "project" "update" "delayed"
  • This signals to the underlying engine that the specific, exact string must be present, effectively restoring the strict AND constraint.


This is a helpful reply in that it explains what's going on in Mail search in [insert Apple device here]OS 27, but it's nauseating, in that it (1) explains why Apple made search in Mail worse for (I'm guessing) at least 50% of users and use case, and (2) there is, evidently, no way to revert the behavior to the previous, actual-useful-in-the-real-world behavior.


Note that the nausea is not an intentional effect of the poster, but a natural reaction to Apple's headlong plunge into AI for the sake of AI and not at least giving users a choice. (Note that this behavior occurs even when Siri is turned off.)

Thanks, that works. Still annoying that Apple broke something that was working perfectly fine.


More and more these days, I feel like a beta tester on something I never signed up to be a beta tester on.


And believe me, I sign up to beta test a lot of stuff, but I kind of like to choose what I sign up for. Out of a release product, I expect the bugs to be squashed already. And out of Apple, I've come to expect … "it just works".


They set a high bar … which they are apparently no longer able to reach.

Thanks! I swear I tried that yesterday and it didn't work, still showing hits without the keyword. But now it seems to be working.