Please do these checks first:

Firewall Firewall may controlled by the computer default or by an Anti-Virus you installed. Access Firewall and make sure Thunderbird is set up as an allowed program.

VPN Generally servers do not like VPN as they attempt to hide your IP, so server may block if it thinks you are a hacker. Basically switch off VPN or create a split tunneling for Thunderbird to use. Recently many Anti-Virus products are providing VPN - do check they have not auto enabled the VPN

I note that this smtp is using the yahoo server which means you have to use an app generate password. It means your normal password gets you access to your webmail account, but third party apps like Thunderbird need to use a generated app password.

Have you logged on to webmail account via a browser and created an app generated password? https://ca.help.yahoo.com/kb/rogers/generate-manage-rd-party-passwords-sln15241.html

Check your smtp server Settings:

• Description: email address
• Server name: smtp.broadband.rogers.com
• Port: 587
• Connection Security: STARTTLS
• Authentication Method: Normal Password
• Username: full email address

Check your stored password: Does it contain the correct app generated password in both incoming and outgoing?

• 'Settings' > 'Privacy & Security'
• Scroll to 'Passwords' section
• click on 'Saved Passwords'
• click on 'Show Passwords'

If you get asked for a password in a 'Windows Security' small window - when you start up computer and logon to your computer User Account - that is the password you need to enter.

You should see two lines for the account, incoming and outgoing

• Pop uses: mailbox://account....
• Imap uses: imap://account....
• SMTP uses : smtp://account....

Check the stored password for both of the lines.

• Right click on each line and select 'Edit Password'
• completely remove contents and enter the correct app generated password.
• click on 'Close'

Exit Thunderbird, wait a few moments for background processes to complete and then restart Thunderbird.

Please report on results.

Hi Bob

What's the situation ? Is it resolved ? Did the info I supplied provide the answer ? If yes, then please mark my previous comment as 'chosen Solution'. Thanks.

I have this same problem except with Microsoft Exchange. I tried all these solutions, and they didn't work Sending of the message failed. Unable to authenticate to Outgoing server (SMTP) . Please check the password and verify the 'Authentication method' in 'Account Settings | Outgoing server (SMTP)'. My settings: account4 (imap) outlook.office365.com:993 SSL/TLS OAuth2 smtp.office365.com:587 STARTTLS OAuth2 true

I have this same problem except with Microsoft Exchange. I tried all these solutions, and they didn't work Sending of the message failed. Unable to authenticate to Outgoing server (SMTP) . Please check the password and verify the 'Authentication method' in 'Account Settings | Outgoing server (SMTP)'. My settings: account4 (imap) outlook.office365.com:993 SSL/TLS OAuth2 smtp.office365.com:587 STARTTLS OAuth2 true

Microsoft issue is not likely to be the same as the person who asked a question.

Please note: Microsoft consider all email addresses as 'alias' addresses. In the webmail Microsoft account, one of those email addresses will be selected as 'Primary'. You can choose what you want to be set up as pirmary. It does not matter how many email addresses you have in the Microsoft account, but they need to use same password as the Micosoft Account password. When it comes to sending emails using a third party email client, you can only send using the email address which has been set up as the 'primary' email address. Example Senario: In Microsoft Account, you have three email addresses. One is a @outlook.com, one is ahotmail.com and one is an email for a personal domain @business.com . If outlook.com email is set up as primary, then in Thunderbird, all three mail accounts can receive emails from their respective email address, but all three account can only send using the '@outlook.com' email address/username.

I suggest you check out the that information first. But if you need further assistance etc then please start your own question. When you post into someone elses question, you are specifically sending them an email which they may not appreciate as it could be irrelevant and offer them no help with their issue. In addition, only anyone following the question may get an email - in this case me. If you ask your own question then it's visible to any person offering help on the forum.

First day using ThunderBird email and cannot send emails out

I have a Zen email. Outgoing is set up as follows:

Description: zenxxxxx Server Type: SMTP Outgoing server Server Name: Mailhost.zen.co.uk Port: 587 User name: zenxxxxx Authentication method: Normal password Connection security: STARTTLS

I get this message when trying to send emails: Sending of the message failed. Unable to authenticate to Outgoing server (SMTP) . Please check the password and verify the 'Authentication method' in 'Account Settings | Outgoing server (SMTP)'.

There are two saved passwords, the same password for incoming and outgoing: mailbox://mailhost.zen.co.uk(mailbox://mailhost.zen.co.uk) smtp://mailhost.zen.co.uk(smtp://mailhost.zen.co.uk)

What am I doing wrong please? Thanks

First day using ThunderBird email and cannot send emails out I have a Zen email. Outgoing is set up as follows: Description: zenxxxxx Server Type: SMTP Outgoing server Server Name: Mailhost.zen.co.uk Port: 587 User name: zenxxxxx Authentication method: Normal password Connection security: STARTTLS I get this message when trying to send emails: Sending of the message failed. Unable to authenticate to Outgoing server (SMTP) . Please check the password and verify the 'Authentication method' in 'Account Settings | Outgoing server (SMTP)'. There are two saved passwords, the same password for incoming and outgoing: mailbox://mailhost.zen.co.uk(mailbox://mailhost.zen.co.uk) smtp://mailhost.zen.co.uk(smtp://mailhost.zen.co.uk) What am I doing wrong please? Thanks

SMTP server settings look ok. Authentication can be password and/or username and/or the selection Authentication Method etc - it's not just the password.

Authentication method is 'Normal Password' and that is correct.

re :User name: zenxxxxx The 'username' should be the full email address, but I cannot tell from info above so please check.

Also, please check computer for the following: Firewall - Make sure Thunderbird Program is set up as an allowed program so nothing blocks anything. VPN - Check computer to see a VPN has been enabled as many servers do not like it if they cannot see your IP address. VPN hides the IP address, so server might think you are a hacker. Switch off VPN.