use tracert not ping. Many servers do not implement ping.

My tracert shows the server to exist as mail.shaw.ca with the alternate name of shawmail.glb.shawcable.net [64.59.128.135]

Shaw provide their server settings here https://support.shaw.ca/t5/internet-articles/about-pop-and-imap-email-server-settings/ta-p/6731#content-section-3

Outgoing Mail Server Information is: Outgoing Mail Server: mail.shaw.ca Outgoing Port: 587 SSL/TLS: Yes Username: Shaw email address without the @shaw.ca Password: Your email password

I would add to that the authentication method should be normal password.

Are those the outgoing server settings you are using?

Thanks for your prompt reply,Matt. Interesting on the tracert. I have double checked my outgoing server settings,and they agree with what you posted. Sent a test email,but got the same error msg.

Hi Matt: Ran my own tracert. See attached. Weird.

Just a guess, but I would say your anti virus/firewall is the issue. Certainly with the tracert, but probably with mail sending as well.

You could try a completely manual process to test using telnet. For that I will pass you onto Dell as they start instructions with installing the telnet tool which windows does not install by default any longer. https://www.dell.com/support/kbdoc/en-au/000129267/how-to-test-an-email-server-with-the-telnet-client

Okay,I will try the Dell approach. But I tried sending with my Antivirus and Firewall shut down,and it still didn't work.

I don't understand their instructions. They are talking about launching a program for a server ("server client"),as best I can make out.

Try: Outgoing Port: 587 Using Connection Security: STARTTLS

Do you use a VPN ? I use Norton Anti-Virus and after an update, I discovered Norton had enabled the Norton VPN and it was causing problems with sending and also many good known links were going to webpages that were incorrect and unrelated. I accessed Norton and switched off the VPN. Problem solved. So please check to see if a VPN service has been enabled.

I fooled around with TunnelBear years ago,but haven't used a VPN in decades. Tried Outgoing Port: 587 Using Connection Security: STARTTLS , but it didn't help. I use MS Security Essentials and Windows firewall. BTW,I have Win7 Home Premium.

I'm wondering if this is to do with Shaw not liking your password. Perhaps it has not been recently updated or is what Shaw deem as 'weak'.

I located this info: https://business.shaw.ca/support/troubleshooting-email-being-blocked-issues Old and/or Weak email passwords can limit how many emails you can send and lead to hacked accounts. See How to create secure email passwords for more information. https://business.shaw.ca/support/how-to-create-secure-email-passwords

The info says: The best practice for creating a secure password is for your password to meet all of the criteria listed below:

8 or more characters in length, but the longer the password is, the better.

Include ALL, not just some, of the following four character types:

• Lowercase letters
• Uppercase letters
• Numbers
• Symbols
• Obvious substitutions, such as '@' for 'A' or '3' for 'E', are not considered strong and should be avoided.
• Avoid personal details like important dates, phone numbers, addresses, and family names.

A strong password has been suggested in the OP's original topic:

https://support.mozilla.org/en-US/questions/1355185#answer-1453770

You are using a shaw email address, so you could assume you have Shaw as ISP, but can you confirm - who is your internet service provider?

You are using a shaw email address, so you could assume you have Shaw as ISP, but can you confirm - who is your internet service provider? Yes,Shaw is my ISP. BTW,my p/w is about a year old,and follows the format suggested by Shaw. Upper/lower case letters,numbers,special characters,etc,and is 8 characters in length.

Update: I was in a chat session with Shaw support,and the agent said the following: Thank you . The email account is active and working . The error you are receiving is an application error . The port numbers might have to be changed . Please contact the Email client support who can help you change the port numbers That was totally useless,as I had been trying different port numbers early on. At least it shows my webmail account is working normally. It is the 'only' way I can send emails these days.

I just updated to version 102.0 - 64 bit. I was hoping that would fix the issue somehow,but no, it still will not send emails. Does anyone on this forum have any fresh suggestions I might try? I now just run TBird to get new emails,and if I have to send an email,I use Shaw Webmail. Thanks

Please confirm you have these settings:

You need to have same Authentication as used on incoming in outgoing. Failure can occur if this is not the case.

So please check: Menu app > Preferences > Privacy & Security Passwords section: click on 'Saved Passwords' Click on 'Show Passwords' For both incoming line and outgoing smtp line: Whatever you have in 'User Name' it must be identical in both settings. Whatever you have in 'Password' it must be identical.

Right click on the smtp line and select 'Edit Username' Completely clear contents and carefully retype exactly what you see in the incoming. Right click on the smtp line and select 'Edit Password' Completely clear contents and carefully retype exactly what you see in the incoming. Click on 'Close'

Restart Thunderbird.