Mail.App + Office 365 + Very Large Mailboxes - Issues?

[TriApple]

I use Mail.App (or used to use, it doesn't seem to work anymore for me).

I am connecting to iCloud for personal (5GB mailbox) and Office 365 for Enterprise (roughly 89.2GB mailbox).

For the past several days new mail would take HOURS to show up. Shutting the app.. rebooting.. did nothing.

I deleted the account and tried over... it downloaded the past month or so of emails in all folders and then... nothing... no new emails, no further old ones. Never had this before.

Reformatting my entire MacBook... tried again... same issue. Gets the entire iCloud mailbox.. and gets choked on a couple months of the Office 365.

Anyone have any experience that is similar? I really don't want to switch apps because none of them are perfect for me without changing workflows.

 

[mikzn]

Not sure if this could be a factor - i don't remember if mail is included free in storage?

I had a similar issue with iMessage (iMessage is over 4 g) - so I ugraded to the 50g storage and everything to do with iCloud work much better not just iMessage - FWIW it was only $1.5 per month and made a big difference

FWIW - I use outlook for work emails and have a similar situation using apple for personal and now work related emails - that said outlook is much better for my "work" flow.

 

[TriApple]

The lack of a really great integrated to do application for Outlook kills it for me. Even with Microsoft To Do being a Mac app now, it's poorly integrated into Outlook Desktop.

Oh, and FWIW, my iCloud email works 100%. No issue

The issue is my work email - iCloud new emails are coming in fine. Office ones.. not at all. Even after a full clean install.

Outlook App works 100%. Very odd.

 

[Honza1]

The lack of a really great integrated to do application for Outlook kills it for me. Even with Microsoft To Do being a Mac app now, it's poorly integrated into Outlook Desktop.

Oh, and FWIW, my iCloud email works 100%. No issue

The issue is my work email - iCloud new emails are coming in fine. Office ones.. not at all. Even after a full clean install.

Outlook App works 100%. Very odd.

Well, this seems more or less "by design" by Microsoft. Our IT has even sent all Mac users a memo stating, that they are NOT supporting office365 mail on MacOS. Summary: "you are on your own if you use Mail.app with office365 mail, we cannot make it work right"... (Funny note: every higher manager I know has Mac) IT solution: use Outlook, it will work.
Also, I have found out, that when my mailboxes grow too much, Mail bogs down and starts being slow, misbehave, etc. The worst seems to be handling of on-server mailboxes, where operations simply fail. Like moving messages between folders etc.
I can keep may be 20Gb of mail at most before stuff starts behaving slowly... I keep my mail well below that, typically below 10Gb and offload older mail locally, in other applications, where it is still searchable and, if needed, can be reopened as e-mail in Mail.

 

[TriApple]

Well, this seems more or less "by design" by Microsoft. Our IT has even sent all Mac users a memo stating, that they are NOT supporting office365 mail on MacOS. Summary: "you are on your own if you use Mail.app with office365 mail, we cannot make it work right"... (Funny note: every higher manager I know has Mac) IT solution: use Outlook, it will work.
Also, I have found out, that when my mailboxes grow too much, Mail bogs down and starts being slow, misbehave, etc. The worst seems to be handling of on-server mailboxes, where operations simply fail. Like moving messages between folders etc.
I can keep may be 20Gb of mail at most before stuff starts behaving slowly... I keep my mail well below that, typically below 10Gb and offload older mail locally, in other applications, where it is still searchable and, if needed, can be reopened as e-mail in Mail.

For sure this. They do have the auto-archive function. That said, you can't access those messages in any client other than outlook. So they are remotely saved and inaccessible except in the application you are presumably not using.

I gave in to Outlook on Fast Insider and adopted Microsoft To Do (and we use planner). It's honestly great. I'm really, really impressed with how fluid Outlook is working for me. I've had literally zero issues and the flagged email and planner integration into one app has really changed my follow-up productivity.

My only remaining complaint that would meaningful improve my workflow would be that the "Open in Outlook" function in To Do actually opened the mail in Outlook desktop instead of outlook in safari.

Same for Planner - release a Planner MacOS app or at least have it "open in planner" inside Teams.