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Mail.app not redirecting any emails

'Redirect' used to be a favorite way for me to send interesting emails to others.


But lately the email message just reappears with the following error screen each time I try:


'Cannot send message using the server icloud. The server response was: From address is not one of your addresses'.


The redirected email's 'send to' address field is empty (the addresses I had in there disappear and I have to retype them), and trying again gives the same result/error.


I can't even save the redirected email as draft; either I keep trying or the entire redirected email just disappears.


Mac mini, macOS 12.2

Posted on Mar 8, 2022 3:05 PM

Reply
Question marked as Top-ranking reply

Posted on Mar 9, 2022 7:42 AM

Hilal Malawi wrote:

'Redirect' used to be a favorite way for me to send interesting emails to others.

But lately the email message just reappears with the following error screen each time I try:

'Cannot send message using the server icloud. The server response was: From address is not one of your addresses'.

The redirected email's 'send to' address field is empty (the addresses I had in there disappear and I have to retype them), and trying again gives the same result/error.

I can't even save the redirected email as draft; either I keep trying or the entire redirected email just disappears.


See if there is anything here—


Open mail app select Mail>Preferences>Privacy disable “Protect Mail Activity” / “Hide IP address” / “Block all remote content” —content for the email will load automatically



Use Mail Privacy Protection on Mac

Use Mail Privacy Protection on Mac - Apple Support


Use Mail Privacy Protection on iPhone - Apple Support

Use Mail Privacy Protection on iPhone - Apple Support




Privacy


Mail Privacy Protection helps prevent senders from tracking your Mail activity


iCloud+


Hide My Email creates unique, random email addresses that forward to your inbox


iCloud Private Relay (beta) helps prevent companies from creating a detailed profile of your browsing activity in Safari


ref:What's new in the updates for macOS Monterey - Apple Support

What's new in the updates for macOS Monterey - Apple Support





*If you use a non-iCloud SMTP server, don't use your iCloud email address as a "Send From" address. Otherwise, your email might not deliver or it might deliver to the recipient's Junk folder.


ref: Get help using iCloud Mail - If iCloud Mail isn't working - Apple Support


Similar questions

1 reply
Question marked as Top-ranking reply

Mar 9, 2022 7:42 AM in response to Hilal Malawi

Hilal Malawi wrote:

'Redirect' used to be a favorite way for me to send interesting emails to others.

But lately the email message just reappears with the following error screen each time I try:

'Cannot send message using the server icloud. The server response was: From address is not one of your addresses'.

The redirected email's 'send to' address field is empty (the addresses I had in there disappear and I have to retype them), and trying again gives the same result/error.

I can't even save the redirected email as draft; either I keep trying or the entire redirected email just disappears.


See if there is anything here—


Open mail app select Mail>Preferences>Privacy disable “Protect Mail Activity” / “Hide IP address” / “Block all remote content” —content for the email will load automatically



Use Mail Privacy Protection on Mac

Use Mail Privacy Protection on Mac - Apple Support


Use Mail Privacy Protection on iPhone - Apple Support

Use Mail Privacy Protection on iPhone - Apple Support




Privacy


Mail Privacy Protection helps prevent senders from tracking your Mail activity


iCloud+


Hide My Email creates unique, random email addresses that forward to your inbox


iCloud Private Relay (beta) helps prevent companies from creating a detailed profile of your browsing activity in Safari


ref:What's new in the updates for macOS Monterey - Apple Support

What's new in the updates for macOS Monterey - Apple Support





*If you use a non-iCloud SMTP server, don't use your iCloud email address as a "Send From" address. Otherwise, your email might not deliver or it might deliver to the recipient's Junk folder.


ref: Get help using iCloud Mail - If iCloud Mail isn't working - Apple Support


Mail.app not redirecting any emails

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