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

Question

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

Tim Steinouer 20

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 desktop application for new outlook.

Ryan-N 12,580 Reputation points Microsoft External Staff Moderator

2026-03-21T20:35:32.4766667+00:00

Hi @Tim Steinouer,

I hope everything is going well on your end.

I’m following up on the support thread we've been working through together. I wanted to check in and see if the information I shared in my previous answer helped resolve the issue you were experiencing.

If you're still experiencing any issues or have further questions, please feel free to reach out at any time. I’m always happy to help if you need anything else.

I want to ensure everything is functioning smoothly and that your experience remains seamless.

Thank you again for your collaboration throughout the troubleshooting process. I look forward to hearing from you soon.

Warm regards,
Tim Steinouer 20 Reputation points

2026-03-22T17:30:09.4666667+00:00

Hi Ryan, this issue is resolved, the other issue I asked about - placing a signature below the attribution has not been answered in a way that resolves the issue. - https://learn.microsoft.com/en-us/answers/questions/5827978/email-signature-incorrectly-placed-below-attributi?page=1&orderby=Helpful&comment=answer-12672362&translated=false#newest-answer-comment
Ryan-N 12,580 Reputation points Microsoft External Staff Moderator

2026-03-24T21:51:35.3733333+00:00

Hi @Tim Steinouer,

Thank you for your response. It’s great to hear that the issue mentioned in your post has been resolved.

Regarding the second issue you raised, based on my testing environment, there is currently no option or setting in Outlook that allows changing the position of the signature.

In this case, please follow the steps provided by Flora‑T to report this issue to the Outlook development team at Microsoft. This will help the product team become aware of the issue and provide you with the latest updates.

If you have any other questions or concerns, please feel free to share them with me. I’ll do my best to assist you.
Eytan Meisels 5 Reputation points

2026-03-29T13:11:10.82+00:00

Capital letter at the begin of a sentence works still only in Legacy OL, not in the New OL.
This is very surprising as this is basic.

When does MS plan to fix this in the New OL?

6 answers

Your answer

Ryan-N 12,580 Reputation points Microsoft External Staff Moderator

2026-03-21T20:35:32.4766667+00:00

Hi @Tim Steinouer,

I hope everything is going well on your end.

I’m following up on the support thread we've been working through together. I wanted to check in and see if the information I shared in my previous answer helped resolve the issue you were experiencing.

If you're still experiencing any issues or have further questions, please feel free to reach out at any time. I’m always happy to help if you need anything else.

I want to ensure everything is functioning smoothly and that your experience remains seamless.

Thank you again for your collaboration throughout the troubleshooting process. I look forward to hearing from you soon.

Warm regards,
Tim Steinouer 20 Reputation points

2026-03-22T17:30:09.4666667+00:00

Hi Ryan, this issue is resolved, the other issue I asked about - placing a signature below the attribution has not been answered in a way that resolves the issue. - https://learn.microsoft.com/en-us/answers/questions/5827978/email-signature-incorrectly-placed-below-attributi?page=1&orderby=Helpful&comment=answer-12672362&translated=false#newest-answer-comment
Ryan-N 12,580 Reputation points Microsoft External Staff Moderator

2026-03-24T21:51:35.3733333+00:00

Hi @Tim Steinouer,

Thank you for your response. It’s great to hear that the issue mentioned in your post has been resolved.

Regarding the second issue you raised, based on my testing environment, there is currently no option or setting in Outlook that allows changing the position of the signature.

In this case, please follow the steps provided by Flora‑T to report this issue to the Outlook development team at Microsoft. This will help the product team become aware of the issue and provide you with the latest updates.

If you have any other questions or concerns, please feel free to share them with me. I’ll do my best to assist you.
Eytan Meisels 5 Reputation points

2026-03-29T13:11:10.82+00:00

Capital letter at the begin of a sentence works still only in Legacy OL, not in the New OL.
This is very surprising as this is basic.

When does MS plan to fix this in the New OL?

Answer 1

Long, Paul 0

This is STILL an issue

Outlook (16.108) on Mac

OS: Tahoe 26.4.1

work for first word but after that, nope.

fix

Allie 5 Reputation points

2026-04-16T16:36:38.2966667+00:00

I am having the same issue. I have the same Outlook version and same OS version on my Mac.
Cornelia Gracchi 0 Reputation points

2026-04-17T20:38:58.5966667+00:00

It is weird, but it works for me if I type slowly. I mean, after the full stop if I start a sentence with a word, typing all low keys, the autocorrect "bubble" does appear under my text and corrects into a capitalised word. If I type quickly, it's like the system doesn't have time to load the autocorrect function.

Answer 2

Eytan Meisels 5

Still doesn’t work in New OL for Mac

only in legacy.

This is the way to convince us NOT to switch to the New OL….

0 comments

Answer 3

Jess M 0

I am also having this problem. I have checked for updates none available and everything is turned on. Running Outlook on Mac Version 16.108.1 (26041915). Imagine attached is shot of newly composed email no caps and also shot of the settings currently running.

Screenshot 2026-04-28 at 11.36.34 am.png

Screenshot 2026-04-28 at 11.36.04 am.png

0 comments

Answer 4

Hi @Tim Steinouer,

Welcome to the Microsoft Q&A forum.

I would like to provide you with the following information:

Based on the current version of Outlook for Mac (16.107.1) that I am using, when you type the first letter and press the Space key, the first letter will be automatically capitalized

You can refer to the image below:

User's image

To enable this feature, please follow these steps:

Step 1: Click Outlook > Settings
Step 2: Click AutoCorrect
- Step 3: Make sure the Capitalize first letter option is enabled

User's image

I hope this information is helpful. Please follow these steps and let me know if it works for you. If not, we can work together to resolve this.

Thank you for your patience and your understanding. If you have any questions or need further assistance, please feel free to share them in the comments on this post so I can continue to support you.

I look forward to continuing the conversation.

If the answer is helpful, please click "Accept Answer" and kindly upvote it. If you have extra questions about this answer, please click "Comment".

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Answer 5

In new Outlook for Mac, sentence capitalization is controlled by the Editor autocorrect settings.

To turn automatic capitalization back on when composing a message:

Start a new email or reply to an existing one.
On the message ribbon, select Editor.
Choose Editor Settings.
Use the toggle to turn autocorrect and auto capitalization on.

If using classic Outlook for Mac instead of the new experience, autocorrect is managed via Outlook Preferences:

On the Outlook menu, select Preferences > AutoCorrect.
Make sure Replace text as you type is selected.

In Outlook on the web (if composing there), the same Editor Settings panel is available on the ribbon of a new message under Editor > Editor Settings, where autocorrect and auto capitalization can be toggled on.

References:

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

6 answers

Your answer