I notice you are performing a test TO a gmail.com email address. If you are sending 'FROM' that same gmail.com, you may need to use the gmail smtp server.

That error message says you are trying to send via 'airplanesusa.com' server.

Hi,

Correct, I am testing from a work account to my gmail account.

Thanks

Its frustrating because the issue only happens on this specific laptop when I am connected to my network over wifi and not when I am hardwired in. No other computers experience the same problem.

What seems odd to me is that you have an smtp server named airplanesusa.com, not mail.airplanesusa.com or smtp.airplanesusa.com. Also, the airplanesusa.com domain is registered with godaddy, so it would seem more likely the account should use a godaddy smtp server, e.g. smtpout.secureserver.net.

Hi,

That is the correct server to use according the Godaddy. If I was using an non- SSL connection then I would use mail.airplanesusa.com. You would think if it was a configuration error it wouldn't work when I am physically connected to the network as well. But when I am hardwired I have no problems sending. I checked on the router for any funky firewall/mac filtering setting for this computer...but nothing. Is there any TB logging that I can enable?

Thanks!

Do you have a product like 'Norton Wifi Privacy' activated on that computer ? If yes, try disabling it and testing sending.

Just Windows firewall. Same results when disabled :/

Can you guys recommend any other freeware email client that I can test with?

Try the W10 built-in Mail app, or eMClient.

This might seem farfetched, but do you have the latest drivers for the wifi network adapter on the computer and the latest firmware for the modem/router?

I updated the router firmware but didn't check the wifi adapter. I will see if there is any updates. Thanks!

You sir are my hero. Updating the wifi adapter drivers did it!

Thanks!