Hello Fawn and Flourish,
Good day! Thank you for reaching out to the Microsoft Community.
I understand how important it is to ensure your emails are sent successfully, and I appreciate you bringing this issue to our attention. Let’s work together to resolve this.
From your description, it seems that every email you attempt to send results in a "Delivery has failed to these recipients. Please try again later" error, even when sending emails to different addresses, including your own. This indicates that the issue might not be with the recipient's email addresses but possibly with your email account settings or server connectivity.
I’ve come across similar issues in the past and understand how frustrating this can be.
To better understand and investigate your issue,may I get some more detailed information from your side:
- Will you please share me your Outlook version details? Please follow this article What version of Outlook do I have? - Microsoft Support and follow the steps to check.
- Are you using Microsoft365 business account(@xxx.onmicrosoft.com/@yourdomain.com) or personal account (which is ended with outlook.com/hotmail.com/live.com/msn.com) or some other 3rd party pop/imap account?
To assist you effectively, I’d recommend we check a few potential causes and solutions step-by-step. Here’s what you can try:
Check Your Internet Connection:
Ensure you have a stable internet connection, as interruptions can cause email delivery failures.
Review the Error Details:
Examine the full error message you received. If it includes specific error codes (e.g., 550, 554), it could provide more insight into why the delivery failed.
Verify Account Settings:
- If you're using Outlook, confirm that your account is configured correctly.
- Check the outgoing mail server (SMTP) settings. Ensure it matches the provider's recommended settings (e.g., server name, port, authentication).
Verify Email Addresses
Double-check the recipient's email addresses for any typos or errors. It's crucial to ensure that the addresses are valid.
Inspect the Outbox
- Open the Outbox folder in Outlook:
- If you see emails stuck there, right-click on them and select Move > Other Folder, then choose Drafts.
- Open the email from Drafts and try sending it again.
Disable Offline Mode
Check if Outlook is in offline mode:
- Go to the Send/Receive tab.
- If "Work Offline" is highlighted, click it to turn it off.
- After disabling offline mode, select Send/Receive All Folders to attempt sending your emails again.
Check for Large Attachments
If your email contains large attachments, it may exceed size limits:
- Open your Outbox and check for emails with attachments larger than 5MB.
- Remove or reduce the size of attachments before trying to send again.
Update Your Password
If you've recently changed your email password, update it in Outlook:
- Go to File > Account Settings > Account Settings.
- Select your account, click Change, enter your new password, and finish by selecting Close and Finish.
Repair Outlook
If issues persist, consider repairing Outlook:
- Open Control Panel and select Uninstall a program.
- Find Microsoft Office in the list, click on it, and select Change.
- Choose either Quick Repair or Online Repair based on your needs.
Use Safe Mode
Launch Outlook in Safe Mode to rule out add-in issues:
- Press
Windows + R, type outlook.exe /safe, and press Enter.
Disable Add-ins and Restart Outlook: Sometimes, third-party add-ins can interfere with sending emails. Restart Outlook in safe mode by typing outlook.exe /safe in the Windows Run box. Test sending an email in this mode.
Test Your Email Account in Webmail:
Log into your email account via webmail (e.g., Outlook on the web) and try sending an email. If it works there, the issue may be specific to your Outlook desktop app.
Clear Cached Credentials:
- Open the Windows Credential Manager.
- Locate and remove any saved credentials related to your email account.
- Restart Outlook and re-enter your credentials.
Check Email Quota:
Ensure that your mailbox isn’t full. A full mailbox can prevent you from sending emails.
Contact Your Email Provider:
If the above steps don’t work, there could be a temporary issue with the email server. Reach out to your provider’s support team to confirm.
Contact Recipient's Email Admin
If you continue receiving delivery failure messages, contact the recipient through another means (like phone) to inform them that their email system may not be accepting connections from your email system.
Please let me know if any of the steps above resolve your issue. If the problem persists, kindly share the complete error message (excluding any sensitive information), and I’d be happy to assist further.
Please understand that our initial response may not always resolve the issue immediately. However, with your help and more detailed information, we can work together to find a solution.
Appreciate your patience and understanding and thank you for your time and cooperation. Have a great day!
Let me know how it goes! Thank you for being part of the Microsoft Community.
Sincerely,
Microsoft Community Moderator