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Yeah it's because Mac Mail downloads every single email and indexes it locally. Outlook (especially the new one) is just electron-based webmail. So every search happens in the cloud and it doesn't have a full copy of all your emails.

This would not be a problem for searching of course, if the cloud-based search worked properly. But yeah... About that. :X

The "classic" outlook should do it better but it also doesn't in my experience. Though I can't use it anymore at work lately.

It's just so bad because how can they screw this up? It's not some fluff feature, it's a core feature in an email client.

PS: If you have copilot, it does a lot better at finding stuff somehow, though like every AI it can be a bit hit and miss.



He's running full Outlook, not the shitty new one. And anyway this problem has existed for 10 years.


AI in search is just evil, something either exists or it doesn't, maybe on a Tuesday isn't good enough.


Well I have mixed feelings about it.

For general searches, I agree. I want those to be highly deterministic. But in that case I need to know exactly what I'm looking for.

There's also the other kind of thing though. "Who was that guy that I emailed with a year or two ago about this issue with MacBook Enrolment?". Yes I can filter by company or other details if I remember those things but sometimes I don't. And that's when AI search can really shine. Or not, it can also totally make up stuff out of its ass. But at least when it comes to emails that's easily verifiable.


I can see the usefulness.

But I'm already sick and tired of search not returning stuff I know is in there, because I forgot to check the blessed combination of boxes.




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