Take Note All three machines can have identical settings listed above or various changes like Normal Password instead of 0Auth2 and/or an Outgoing server can be smtp-mail.outlook.com with normal password or 0Auth2... One computer must be cancelled will sending and when resent, it goes... no problem...immediately. If I don't cancel and wait, for it to send on the 1st attempt, it will eventually timeout on the outgoing server. Then I might have to reenter a password. Very annoying. I have been doing this for years. It is my workaround....

Then the settings are not identical. Especially and the vast majority of sending issues related to the SMTP server used to send or the authentication method. The two things you say vary!

Try disabling outgoing mail scanning in that problem computer. That is quite a common cause of issues.

Otherwise what is the error message you receive. It is only through that we can even begin to understand what the actual issue is other than pointing to common issues.

Then the settings are not identical. Try disabling outgoing mail scanning in that problem computer. ...

Don't assume... Believe me they were identical on purpose... and during aggravating trial and error I varied them as well. Thank you for the outgoing email disabling suggestion. Seems to have fixed problem computer. Took me awhile to find where and what to disable but AVG scanning outgoing STMP emails was an option. I only tried it on the 1 computer. Thank You The others don't require the fix.

The error it WAS giving said the SMTP "server name here" had timed out. Any idea why this was causing an issue on this one machine?