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