1,778 questions with Outlook | MacOS | New Outlook for Mac | For business tags

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Outlook on MacOS - Disabled autocorrect keeps functioning

Hi, as the title states - There seems to be an issue which is causing the autocorrect functionality to keep functioning even though I turned it off. I switched off the settings I can find in Outlook -> Settings -> Spelling & Typing. We…

Outlook | MacOS | New Outlook for Mac | For business
asked 2026-05-04T08:23:50.03+00:00
Joost Damen 0 Reputation points
commented 2026-05-06T06:17:07.7266667+00:00
Joost Damen 0 Reputation points
2 answers

I can't add an M365 email account to apple mail.

Keep receiving a message that the limit of attempts has been exceeded. The email account is working fine on other servers

Outlook | MacOS | New Outlook for Mac | For business
asked 2026-05-05T17:09:36.97+00:00
neil pbisports.com 0 Reputation points
edited an answer 2026-05-05T19:16:37.57+00:00
Hin-V 14,180 Reputation points Microsoft External Staff Moderator
1 answer

Sorry, we're having trouble verifying your account. Please try again.

Error Code: 399287 Request Id: [Moderator note: personal info removed] Correlation Id: [Moderator note: personal info removed] Timestamp: 2026-05-05T13:49:24Z

Outlook | MacOS | New Outlook for Mac | For business
asked 2026-05-05T13:53:02.5566667+00:00
Urmas Talvik 0 Reputation points
answered 2026-05-05T14:33:55.2066667+00:00
Michelle-N 15,545 Reputation points Microsoft External Staff Moderator
1 answer

I have no current email and I an't send email.

I cannot send or receive emails. on my Mac (2002) I have Outlook. I have 365. I Where is my email--past and present?

Outlook | MacOS | New Outlook for Mac | For business
asked 2026-05-02T02:03:17.92+00:00
Gary and Jo Williams 0 Reputation points
commented 2026-05-05T08:00:45.9333333+00:00
Vergil-V 12,530 Reputation points Microsoft External Staff Moderator
1 answer

Outlook for Mac 2026 (draft)

I’m experiencing an issue in Microsoft Outlook for Mac where sent messages are reappearing as drafts, even though they have already been successfully sent via IMAP. Deleting and re-adding the account is not a solution in my case. I’ve done this four…

Outlook | MacOS | New Outlook for Mac | For business
asked 2026-05-03T15:16:59.89+00:00
James Ennis 0 Reputation points
commented 2026-05-04T18:56:50.1733333+00:00
Vy Nguyen 10,400 Reputation points Microsoft External Staff Moderator
1 answer

How to Fix Multiple Conflicting RSVP Notifications When Accepting Gmail Calendar Invites in Outlook (MacBook)

My executive is experiencing an issue with calendar invites sent from Gmail. When he accepts an invitation—whether on his phone, Outlook web, or desktop app—the organizer (the Gmail sender) receives multiple notifications (sometimes 20 or more) showing…

Outlook | MacOS | New Outlook for Mac | For business
asked 2026-04-24T16:19:11.47+00:00
Neah Wishein Bañez 0 Reputation points
edited a comment 2026-05-04T14:37:27.3633333+00:00
Neah Wishein Bañez 0 Reputation points
1 answer One of the answers was accepted by the question author.

Signature Formatting issues in MacOS

This never used to happen but since the last update, it looks like signature line spacing isn't being kept between the editor and the message reply or new email. It shows correctly when using Outlook on the web. Image from Signature Editing Window…

Outlook | MacOS | New Outlook for Mac | For business
asked 2026-04-29T08:49:21.24+00:00
Sam 20 Reputation points
accepted 2026-04-30T16:18:35.9066667+00:00
Sam 20 Reputation points
2 answers One of the answers was accepted by the question author.

Outlook for Mac Autocorrect Issue

I downloaded a new build of Office 365 to try the latest version of Copilot; after installing, I no longer have use of the hundreds of keyboard shortcuts I rely on in Outlook. They're present and function just fine in Word, Excel, and PowerPoint, just…

Outlook | MacOS | New Outlook for Mac | For business
asked 2026-04-29T19:23:44.0033333+00:00
TBrown 20 Reputation points
accepted 2026-04-30T14:01:42.9866667+00:00
TBrown 20 Reputation points
1 answer

Is there a way to turn off the "New Editor" on Outlook for mac?

My outlook for mac (16.109) has a new editor for writing emails. This editor makes outlook unusable when writing non-English emails. I have to effectively write emails in Word now before pasting them in outlook. The main issue is that language detection…

Outlook | MacOS | New Outlook for Mac | For business
asked 2026-04-13T12:54:53.35+00:00
Bart Mesuere 0 Reputation points
edited an answer 2026-04-30T08:22:32.5866667+00:00
Jayden-P 20,415 Reputation points Microsoft External Staff Moderator
1 answer One of the answers was accepted by the question author.

My Outlook account keeps asking to 'Re-Enter your IMAP password' why??

I keep getting asked to 'Re-Enter your IMAP password' in Outlook. I lose connection then the atached pop-up appears? Is this a Microsoft issue or my email provider?

Outlook | MacOS | New Outlook for Mac | For business
asked 2025-10-06T23:43:14.6966667+00:00
MG KIWI 25 Reputation points
commented 2026-04-29T10:32:19.94+00:00
Vergil-V 12,530 Reputation points Microsoft External Staff Moderator
2 answers

Outlook on MacBook sent email remain in Outbox but when switching to Legacy version emails sent fine

Hello, One of our clients has reported an issue with his Outlook on his MacBook Pro, specifically that when he tries to send emails, they remain in the outbox; he is able to receive emails fine. Strangely, when switching to Legacy Outlook emails sent…

Outlook | MacOS | New Outlook for Mac | For business
asked 2026-04-29T08:32:38.45+00:00
Jakub Gutowski 0 Reputation points
answered 2026-04-29T09:18:16.68+00:00
Michelle-N 15,545 Reputation points Microsoft External Staff Moderator
5 answers

No Auto-Capitalization in Outlook for Mac since updating to 16.108

Hi, After updating my computer to the latest 16.108 update, my outlook is not auto-capitalizing the beginning of sentences. It is working in my Word and other Microsoft products, but is becoming a huge pain in Outlook. Can anyone advise? All of the…

Outlook | MacOS | New Outlook for Mac | For business
asked 2026-04-20T16:19:13.1+00:00
answered 2026-04-29T08:48:18.6233333+00:00
Vijay 5 Reputation points
6 answers

It seems that with the recent update to Outlook for Mac it no longer capitalizes the first letters?

It seems that with the recent update to Outlook for Mac it no longer capitalizes the first letter of the first word in a sentence? How to turn this back on? Most of the responses talk about editor and editor setting but I do not see those on the…

Outlook | MacOS | New Outlook for Mac | For business
asked 2026-03-20T19:51:48.47+00:00
Tim Steinouer 20 Reputation points
answered 2026-04-29T07:12:10.37+00:00
Hornblower409 8,200 Reputation points
2 answers

How do I add an image to my signatures on microsoft outlook for mac

Hi There, I am trying to create a signature for my email. I use the microsoft outlook for mac Version 16.107.3 (26032814). This will not let me add photos or logos to my email signature. Is there a fix for this? The photo icon is grayed out in the…

Outlook | MacOS | New Outlook for Mac | For business
asked 2026-04-28T19:17:49.3033333+00:00
Mitch Conner 0 Reputation points
edited an answer 2026-04-28T21:10:18.4633333+00:00
Alexis-NG 15,685 Reputation points Microsoft External Staff Moderator
5 answers

Capitalise first letter of sentence

In Outlook for Mac first letters of sentences are no longer capitalised. Unhelpful. please advise. [Moderator note: personal info removed]  

Outlook | MacOS | New Outlook for Mac | For business
asked 2026-04-19T14:22:32.91+00:00
Nicholas Hills 0 Reputation points
edited a comment 2026-04-28T21:04:53.3766667+00:00
Hin-V 14,180 Reputation points Microsoft External Staff Moderator
2 answers

Sent emails appearing in sent items and inbox

I am using Outlook Version 16.108.1 on a Mac and for the last week my sent emails appear in my inbox too. How do I stop this from happening so that sent items only appear under Sent Items? I look at previous replies to the same problem but none of the…

Outlook | MacOS | New Outlook for Mac | For business
asked 2026-04-28T06:43:43.57+00:00
Erla Rabe 0 Reputation points
edited an answer 2026-04-28T07:42:36.44+00:00
Teddie-D 15,210 Reputation points Microsoft External Staff Moderator
2 answers

Categories synchronization between Outlook Web Client and Outlook Desktop (MacOS) client not working

As the title says, I have a problem where I see categories on inbox messages on the web client but not on my desktop client (macOS Sonoma Version 14.4 (23E214) -- outlook client Version 16.108 (26041219)). I need to wait a very long amount of time before…

Outlook | MacOS | New Outlook for Mac | For business
asked 2026-04-27T13:15:43.9266667+00:00
Ayoub Chouak 0 Reputation points
commented 2026-04-28T07:32:53.4233333+00:00
Jayden-P 20,415 Reputation points Microsoft External Staff Moderator
3 answers

Outlook not capitlizing words

why has the auto capitalising stopped working

Outlook | MacOS | New Outlook for Mac | For business
asked 2026-04-16T21:45:39.52+00:00
Scott Bloom 0 Reputation points
commented 2026-04-27T23:26:27.1233333+00:00
Sarah Casauria 10 Reputation points
3 answers

outlook not saving the capitalization of first word sentences on macOS tahoe software

I've tried both ways on macOS outlook. Setting input text and outlook settings and it's still not making the changes. I never had this problem before and all of a sudden the first word of every sentence is not capitalizing. Things i have tried and…

Outlook | MacOS | New Outlook for Mac | For business
asked 2026-04-27T21:19:23.2966667+00:00
Edgar Garcia 0 Reputation points
answered 2026-04-27T21:49:13.7033333+00:00
Ryan-N 12,660 Reputation points Microsoft External Staff Moderator
3 answers

Calibri Light no longer available as a default font on Outlook 2025 for Mac

The new Outlook has just updated on my Mac. This has removed Calibri light as my default font for emails, our companies default font is Calibri Light - so this is a problem. If you go to Settings > Fonts > "New email" OR "Reply or…

Outlook | MacOS | New Outlook for Mac | For business
asked 2025-10-24T07:37:05.46+00:00
Tilly Wicks 50 Reputation points
commented 2026-04-26T00:07:40.3566667+00:00
AP 15 Reputation points