7,066 questions with Outlook | MacOS | Legacy Outlook for Mac | For business tags

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2 answers

Legacy Outlook for Mac is now removing history when emails are replied or forwarded

Hi All, I use Outlook version 16.110 on a Mac (M2Pro) running MacOS Tahoe 26.5 After last Microsoft update, when i am replying or forwarding; i see history of the email chain is getting removed. This is not expected as we cant check the email to…

Outlook | MacOS | Legacy Outlook for Mac | For business
asked 2026-06-13T02:20:58.9933333+00:00
RK 0 Reputation points
edited an answer 2026-06-13T02:56:14.61+00:00
Dora-T 14,175 Reputation points Microsoft External Staff Moderator
5 answers

Legacy Outlook for Mac is now deleting threads when emails are replied or forwarded

This started happening yesterday. Any time I reply or forward an email the previous conversation thread is deleted from my email.. This is obviously a big problem particularly on forwarded emails

Outlook | MacOS | Legacy Outlook for Mac | For business
asked 2026-05-06T19:50:12.22+00:00
Gordon Anderson 5 Reputation points
commented 2026-06-12T22:53:33.52+00:00
Hin-V 15,400 Reputation points Microsoft External Staff Moderator
1 answer

Outlook for Mac - Reply/Forwards Does Not Include the Original E-mail

I am running Microsoft® Outlook for Mac (Version 16.110 (26051131) on my mac. Recently, a reply or forward does not include the original message -- something seems to have changed recently. I have toggled the attribution of the original message on and…

Outlook | MacOS | Legacy Outlook for Mac | For business
asked 2026-05-19T17:04:49.5666667+00:00
RRAB 0 Reputation points
edited a comment 2026-06-12T00:02:37.6633333+00:00
Dora-T 14,175 Reputation points Microsoft External Staff Moderator
1 answer

Outlook: I would like to create a forwarding rule for an Inbox Subfolder

Hello, I am trying to create a rule that will forward emails in a specific subfolder to an outside address. I would like for this rule to apply to the specified subfolder ONLY. Could you please 1) tell me if this is possible and 2) if it is possible,…

Outlook | MacOS | Legacy Outlook for Mac | For business
asked 2026-06-10T09:41:17.4233333+00:00
Jeff 0 Reputation points
commented 2026-06-10T14:15:54.99+00:00
Gabriel-N 18,380 Reputation points Microsoft External Staff Moderator
0 answers

Email preview no longer remains highlighted while clicking on said email

Hello, Up until recently, when I select an email preview it highlights in blue, then I select the email itself it turns grey to show that it is selected but inactive. The following screenshot is from my personal computer: Image A.jpg Now when I do…

Outlook | MacOS | Legacy Outlook for Mac | For business
asked 2026-06-04T21:11:04.16+00:00
Liam Ramus 5 Reputation points
commented 2026-06-08T21:19:11.7733333+00:00
Hornblower409 9,445 Reputation points
2 answers

How to fix attachments not downloading on iPhone and MacBook

I recently loaded my work emails onto outlook, but I am unable to access any of the attachments. Please assist. All the attachments are greyed out. #emails #attachements #grey

Outlook | MacOS | Legacy Outlook for Mac | For business
asked 2026-06-03T08:29:02.2966667+00:00
NP 0 Reputation points
commented 2026-06-05T09:37:19.27+00:00
Vergil-V 14,110 Reputation points Microsoft External Staff Moderator
1 answer

Outlook Legacy for Mac Cannot Send or Receive Emails

Hi Support Team, I am experiencing an issue with Outlook Legacy for Mac. The application cannot send or receive emails properly. Current issues: Emails remain stuck in the Outbox Inbox is not updating or syncing Sometimes Outlook shows connection or…

Outlook | MacOS | Legacy Outlook for Mac | For business
asked 2026-05-28T14:00:29.2766667+00:00
Julia Lousie 0 Reputation points
commented 2026-05-29T09:48:29.3433333+00:00
Jayden-P 22,990 Reputation points Microsoft External Staff Moderator
3 answers

Outlook (Legacy) 16.109.1 update (MacOS) - Search and Filtering Broken

We've got two users at my work, whose outlook versions were updated and no longer show search results and unread filtering doesnt seem to work. Both users have Outlook Legacy running. I've gone through the recommended fixes (toggle spotlight, add profile…

Outlook | MacOS | Legacy Outlook for Mac | For business
asked 2026-05-27T13:43:15.13+00:00
Steve Shapiro 0 Reputation points
recommended 2026-05-28T10:53:53.39+00:00
Vergil-V 14,110 Reputation points Microsoft External Staff Moderator
2 answers

This week I opened an email in my draft folder on my Mac laptop top & the type was so tiny it was unreadable

Why can’t I enlarge my viewer to read my drafts or our going email on my Mac Laptop, the type was so tiny it’s unreadable and it was supposed to be Helvetica 12 pt type but now it’s Apos font that I never used. How do I fix it? Zoom does not work,…

Outlook | MacOS | Legacy Outlook for Mac | For business
asked 2026-05-23T23:10:47.0366667+00:00
iweingard 0 Reputation points
commented 2026-05-28T00:04:09.6066667+00:00
Teddie-D 17,475 Reputation points Microsoft External Staff Moderator
2 answers

Problem with Outook - Contacts between to desk tops not synchronizing.

I am writing from a small law firm, one attorney and one paralegal. The Outlook Contact information is not synching between my computer and my employers. Our firm uses "Go Daddy". I called them and after spending over an hour with them, I…

Outlook | MacOS | Legacy Outlook for Mac | For business
asked 2026-05-26T15:54:04.7566667+00:00
Angela Bouteldja 0 Reputation points
commented 2026-05-27T22:27:36.8233333+00:00
Hin-V 15,400 Reputation points Microsoft External Staff Moderator
2 answers

Lost all Outlook Mac contacs and folders

Lost all Outlook Mac contacts and old email folders via tech support. where are they and how to restore?

Outlook | MacOS | Legacy Outlook for Mac | For business
asked 2026-05-26T14:51:49.2633333+00:00
Steve Kramer 0 Reputation points
answered 2026-05-26T15:34:30.51+00:00
Hin-V 15,400 Reputation points Microsoft External Staff Moderator
2 answers

Outlook Classic search is not working

Hello, I have online archived enabled in my inbox. I tried searching for a person in search bar and made sure All mailbox option is selected, but it doesn't show all result. I tried the same thing on the web version and outlook New and in both it works…

Outlook | MacOS | Legacy Outlook for Mac | For business
asked 2026-05-01T19:58:59.9966667+00:00
Mayur Gadhiya 25 Reputation points
commented 2026-05-21T23:35:18.07+00:00
Jay Tr 12,710 Reputation points Microsoft External Staff Moderator
2 answers

Absence of basic Outlook functionality

Hello, how many more years to wait for Outlook on-premises support for UWP Outlook (new) app and new Outlook for Mac app? Every time, for over a year, I look and see "Coming Soon". Is it, really? I work in a company and we use Office 365…

Outlook | MacOS | Legacy Outlook for Mac | For business
asked 2026-04-13T09:24:46.0966667+00:00
ThomasNzN 0 Reputation points
edited an answer 2026-05-14T07:43:49.04+00:00
Michelle-N 17,370 Reputation points Microsoft External Staff Moderator
1 answer

How do I move my ISP to Microsoft?

I have a domain that is registered elsewhere. I wish to move it to 365 so that it will continue to use Outlook

Outlook | MacOS | Legacy Outlook for Mac | For business
asked 2026-05-06T13:08:54.15+00:00
Howard Primer 0 Reputation points
answered 2026-05-06T13:40:14.7133333+00:00
Marcin Policht 92,045 Reputation points MVP Volunteer Moderator
1 answer

What is the best way to convert OLM file to PST format

Currently I am using Mac form 2 years but now I want to switch to Window for this I need to convert me Mac data which are in OLM format, so I need to convert then into PST format. So any one can suggest me the method to convert my OLM file to PST in bulk

Outlook | MacOS | Legacy Outlook for Mac | For business
asked 2026-04-17T07:35:52.23+00:00
John Scott 0 Reputation points
edited a comment 2026-05-06T09:31:15.61+00:00
Stuart Binny 0 Reputation points
1 answer One of the answers was accepted by the question author.

Outlook does not recognize other emails to addressee

I have written many emails to an individual. On a Legacy Outlook version all I needed to do was start typing the name and the addressee was recognized, the email address available to click to use in the email. In Outlook for Mac Version 16.108.2…

Outlook | MacOS | Legacy Outlook for Mac | For business
asked 2026-05-04T19:35:14.0033333+00:00
Larry Agler 20 Reputation points
commented 2026-05-06T00:48:10.72+00:00
Teddie-D 17,475 Reputation points Microsoft External Staff Moderator
2 answers

Search function does not work on new Outlook for Mac

Cannot search for email received or sent through Search function in new Outlook for MAC

Outlook | MacOS | Legacy Outlook for Mac | For business
asked 2026-05-04T05:52:38.7933333+00:00
Dianna Hammond 0 Reputation points
commented 2026-05-05T02:38:17.6933333+00:00
Dora-T 14,175 Reputation points Microsoft External Staff Moderator
2 answers

Sent messages still appear as drafts even though they have already been send and I received a reply

As far as I can see this problem has been flagged before, however the indicated solution does not work on my outlook for mac. I am using a Mac Book running the Tahoe 26.3 version. The outlook version is 16.106. Would be great if someone could help me…

Outlook | MacOS | Legacy Outlook for Mac | For business
asked 2026-02-23T06:26:53.13+00:00
Isabel Hostettler 0 Reputation points
commented 2026-04-29T12:08:39.6833333+00:00
Jayden-P 22,990 Reputation points Microsoft External Staff Moderator
1 answer

Mac Legacy Outlook something went wrong 9hehw

There is no problem with new and web outlook. I have tried to restart the app and laptop, and sign in and out multiple times. Is there a routine to fix the issue and what could be the root cause?

Outlook | MacOS | Legacy Outlook for Mac | For business
asked 2026-04-24T01:53:33.71+00:00
GoodPig 20 Reputation points
commented 2026-04-25T08:45:51.5533333+00:00
Hani-Ng 11,735 Reputation points Microsoft External Staff Moderator
2 answers

It takes up space from Macbook's local disk after exporting Outlook for Mac Archive to an external disk

After I finished exporting Outlook for Mac Archive (.olm file about 720 GB) to an external disk, I realize that it also takes up space (about 100 GB) from Macbook's local disk. Then I try to understand what is happening? And I know that Outlook creates a…

Outlook | MacOS | Legacy Outlook for Mac | For business
asked 2026-04-13T08:26:59.25+00:00
Trung Nguyen 0 Reputation points
commented 2026-04-22T10:07:52.3533333+00:00
Gabriel-N 18,380 Reputation points Microsoft External Staff Moderator