Slow Outlook closing and potential failure on Mac

I have been using Outlook and Word 2016 for years on my Mac. Last year, my Mac crashed, and I had to replace it with a whole new computer. As a result of this crash, I lost a lot of my emails on Outlook. However, I have endured, and everything has been fine since. But in the last few days, I have noticed that when I go to close Outlook, it takes a long time to actually close.  Sometimes it doesn’t close, and I have to force it to close. 

Is it beginning to fail? 

What can I do to correct this?

I don’t particularly want to go to Mac Mail as I always feel that Microsoft Outlook is more compatible with the rest of the world’s emails. If I’m wrong, I am open to correction. If the suggestion is to change to Mac Mail, what do I do with all my Outlook emails for years and years past?   BTW, I don’t really want to update to a newer Outlook, as the one I have is free. My preference is to stay with what I have today but correct the problem, not replace it with another program.

Thanks.


.....Mike.....


[Re-Titled by Moderator]

Original Title: Outlook on MAC

Mac mini (M4)

Posted on Aug 14, 2025 11:39 AM

Reply
2 replies

Aug 14, 2025 01:23 PM in response to mikefromcaledon

There's a lot to unpack here, but the most telling statement is:


> I have been using Outlook and Word 2016


9 years is a LONG time in the computer world. A lot has changed, and some of what you may be experiencing may just be that a 9-year old app isn't keeping up with the times.


That said...


> As a result of this crash, I lost a lot of my emails on Outlook


This just shouldn't happen. If you're using IMAP-based accounts (such as gmail or iCloud), or Exchange-based accounts (Outlook-native), then all the mail information is stored on the central server, so should be immune to local disruption, re-installs, etc.

The exception to this is if you're using the old POP-based mail accounts, where the mail is all stored on your local system, but this has almost universally been usurped by IMAP (but may be a facet of the 9-year old setup you had...)


> in the last few days, I have noticed that when I go to close Outlook, it takes a long time to actually close


This is worrisome, especially without knowing more about the setup and what it's doing (or trying to do) in this time. It may be hard to troubleshoot and diagnose this, though.


> I always feel that Microsoft Outlook is more compatible with the rest of the world’s emails. If I’m wrong, I am open to correction


Outlook is certainly best if you're only talking to other Outlook/Exchange-based users, and is common in corporate/enterprise environments. Like the rest of the Microsoft stack, though, it falls short when dealing with multiple users in a non-exclusively-Microsoft world (ever tried running a Teams meeting with Mac and Linux-based users? it's not pretty).



> If the suggestion is to change to Mac Mail, what do I do with all my Outlook emails for years and years past?


Again, this shouldn't be an issue if you're using Exchange or IMAP accounts - all that data should be stored on the server, so when you log in with Mail.app, all your messages should just appear. It's worth trying (and it should be non-destructive, so you can roll back later).

Even failing that, Mail.app can import exchange mailboxes (you can export the Outlook mailbox to a .olm file and Mail can import this).


> I don’t really want to update to a newer Outlook


Honestly, this may be the best path. Outlook 2016 will go 'end-of-life' in October of this year, so you're not going to get any updates, nor assistance from Microsoft moving forwards (technically, it's already out of mainstream support and is on 'extended life support'). It won't suddenly stop working, but it's not going to get any better, and you may just have to bite the bullet at some point because not even Microsoft will answer calls about it.

Aug 15, 2025 12:55 AM in response to Camelot

Hi Camelot,

First of all, I want to say thank you for such a comprehensive response.  I appreciate the time you must surely have taken to address all my points.  Thank you so much.

Now, to react to your points:

9 years IS indeed a long time.  When my system crashed last year, my Time Machine hadn’t been properly taking back ups, and I didn’t know until the crash!   It had somehow stopped months earlier, so I lost a ton of e-mails.  Also, I had a habit of deleting all my e-mail from Gmail’s server, and archiving them locally in Outlook on the Mac. I am a bit paranoid when it comes to security and privacy and I wasn’t too keen on leaving years of e-mail on a Google drive.  I have become less paranoid recently, and I might just leave them there and never delete them.

My idea that Mail might not be readable on a Windows based machine is from years ago.  I remember when I first got a Mac waay back, a friend on a Windows machine couldn’t open my Mac Mail-based e-mails. In particular he had problems with attachments to my e-mails. I think that is probably not the case anymore.

 

The bottom line is:  This morning, I have set up my e-mail on Mail!!!!  I will leave Outlook there as an archive. I might import all my archives to Mail, I haven’t decided yet.  In reality do I really, really need to access mail from 8, 10 or 12 years ago???  Very likely not.  

 

Once again, thank you Camelot.

 

…..Mike…..

Slow Outlook closing and potential failure on Mac

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