Mail-Cannot Send Message

tundragal wrote:

Connection doctor shows all green, no issues. I'll check the server settings but nothing should have changed. Email was working fine until update to Ventura.

I have seen numerous issue with the new bells & whistles Apple has added in Ventura...

For your Mail issues—

Open mail app select Mail>Settings>Privacy  disable:

•  Protect Mail Activity
•  Hide IP address 
•  Block all remote content

compare your results, reboot if necessary.

Additionally If no resolve see:

—if you are using Hide My email—try disabling this feature and compare your results...

Set up and use Hide My Email in iCloud+ on all your devices - Apple Support

—if you are using iCloud Private Relay on Mac - Apple Support try disabling this feature and compare your results...

Use iCloud Private Relay on Mac - Apple Support

tundragal wrote:

I saw someone else had this issue but that thread is stale. EVERY time I try to send an email from any of my email accounts on my iMac, since upgrading to Ventura, I always get "cannot send message. The attempt to read data from the server "map.gmail.com" (or whichever email account I am using) failed. EVERY time. It is getting pretty tedious. I have another iMac at home. I have a new MacBook Air. I do not have this problem on any other device.

Ventura is up to date. I have tried deleting email accounts and re-creating them.

https://discussions.apple.com/content/attachment/dba40f28-11a7-4515-ba6f-a24f9e9f2a09

I select always use this server. Which does nothing other than closing out this window. Then I end up having to save the email as a draft, reopen it and sometimes it will then send, sometimes not and I have to do it all over again.

This is super time consuming when I spend a lot of time during the day sending client emails. And it is simply unacceptable. Again, no issue on any other Apple device, just this computer.

I'm super irritated. So what is the fix?

IMAP is the incoming mail server

SMTP is the out-going sending server...

Make some correction to your Mail>Settings>Accounts> "Server Settings"

ref:

Use Connection Doctor in Mail on Mac

you should see green for both IMAP and SMTP