We have on-prem Excange Server 2019, and recently we are not able to send an email with attachments. The error we receive is: "EasSendFailedPermanentException: An EAS Send command failed: The EAS command failed with Status MailSubmissionFailed, Code ='120' and HttpStatus OK. --> The EAS command failed with Status MailSubmissionFailed, Code ='120' and HttpStatus OK. Failure code: 4650" Please advise. Y. Ballan

Hi, @ Yohko Ballan Thank you for posting your question in the Microsoft Q&A forum. According to your description, you are experiencing the problem of not being able to send mail with attachments in Outlook. You can try the following steps for some troubleshooting: Make sure the file type of the attachment you are trying to upload is supported by Outlook. You can try whether this error occurs for all types of attachments or only for a specific attachment? You need to verify whether the size of the attachment is within the range allowed by Outlook. If the attachment exceeds a certain size limit, the sending of the email with the attachment can be blocked. If you try to send an email with an attachment in OWA, do you receive the same error message. Try to delete the app on your device and reinstall the latest version of the program. Sometimes, different program versions can also have an impact. If you have any questions, please feel free to contact me. If the answer is helpful, please click "Accept Answer" because it can help other members of the Microsoft Q&A community who are experiencing similar problems and are looking for solutions. Thank you. Best, Jeanne

I follow the topic! I have the problem too. The error is also present on two iPhones.

No issue still exists. Please help.

iOS Outlook cannot send attachment

Accepted answer

Mengying Li (Shanghai Wicresoft Co Ltd) 315 Reputation points Microsoft Vendor

2024-10-31T07:57:18.53+00:00
Hi, @Yohko Ballan

Thank you for posting your question in the Microsoft Q&A forum.

According to your description, you are experiencing the problem of not being able to send mail with attachments in Outlook. You can try the following steps for some troubleshooting:

Make sure the file type of the attachment you are trying to upload is supported by Outlook. You can try whether this error occurs for all types of attachments or only for a specific attachment?

You need to verify whether the size of the attachment is within the range allowed by Outlook. If the attachment exceeds a certain size limit, the sending of the email with the attachment can be blocked.

If you try to send an email with an attachment in OWA, do you receive the same error message.

Try to delete the app on your device and reinstall the latest version of the program. Sometimes, different program versions can also have an impact.

If you have any questions, please feel free to contact me.

If the answer is helpful, please click "Accept Answer" because it can help other members of the Microsoft Q&A community who are experiencing similar problems and are looking for solutions. Thank you.

Best,

Jeanne
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Yohko Ballan 20 Reputation points

2024-10-31T12:50:41.1533333+00:00

I have done all of 4 you suggested, as I have seen something like this before, but none of them fixes it. It happens with many phones, either iOS or Android, and we have tried numerous types of attachments. At the same time, I have tried sending the same email with same attachments from Gmail app on iOS, and it works fine. The destination does not matter, it is just occurring with iOS Outlook app.

And this used to work before, and we have not changed our Exchange settings, we are not using Intune, only ActiveSync.

Jake Zhang-MSFT 6,930 Reputation points Microsoft Vendor

2024-11-04T09:53:17.4366667+00:00

Hi, @Anna Kalinina Yohko Ballan

Thanks for your reply, can you try the following steps to see if it works?

You can try to reset the account on the device through Applications > Settings > Select Email Account > Reset Account and check the result to see if the problem still exists.

If it still exists and the outlook version is the latest, you can check what your IOS version is. If it can be updated, it is recommended that you try it again after updating.

If you have any questions, please feel free to contact me. I look forward to your reply.

Yohko Ballan 20 Reputation points

2024-11-04T16:20:23.9066667+00:00

I reset the account, but the same issue. ( I removed Outlook and redownloaded it, so it is the latest Outlook, and very new account anyway. )

My iOS version is 18.0.1.

But still having the same exact issue.

Mengying Li (Shanghai Wicresoft Co Ltd) 315 Reputation points Microsoft Vendor

2024-11-05T07:04:55.1266667+00:00

Hi, @Anna Kalinina Yohko Ballan

Thank you very much for your reply. This may be affected by the iOS version. You can try to fix it by following the steps below:

First, please try to clean up unnecessary emails in your mailbox, and then send emails with attachments to see if this problem can be solved.

Repair Outlook through iOS:

Open Personal Settings on iPhone Apps>Apps>Mail>Mail Accounts>[Your Email Account], tap Account Settings>Advanced, find the IMAP Path Prefix field and enter / or INBOX.

After saving, select Personal Settings>Common Profile>Background App Refresh, and turn on Background App Refresh.

Clear Outlook cache and data, open Personal Settings>Outlook>Reset Cache. Open Outlook and the app will get new data from the server. Then re-add the account.

Try to reset network settings, go to Personal Settings>Common Profile>Transfer or Reset iPhone, select Reset>Reset Network Settings.

Refer to: Outlook Not Working After iOS 18 Update? 7 Fixes - The Mac Observer

If you have any questions, please feel free to contact me. I look forward to your reply.

Best,

Jeanne

Mengying Li (Shanghai Wicresoft Co Ltd) 315 Reputation points Microsoft Vendor

2024-11-11T02:30:14.83+00:00

Hi, @Yohko Ballan

Just checked the status of this post, I'm not sure if your issue has been resolved. If you have further questions, please feel free to comment here, I look forward to your reply and will be happy to provide further support. If the above information is helpful for this issue, you can click "Accept Answer", which can help other members of the Microsoft Q&A community who encounter similar problems and look for solutions, thank you very much.
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