An error when sending an email from outlook using the telnet command

StackOverflow https://stackoverflow.com/questions/17560828

Question

I'm trying to send an email from my @outlook account to my gmail account.

SEND:    `telnet smtp.live.com 587`. I am connected. 
SEND: `   HELO blu169.mail.live.com`. 
RECEIVE: `250 BLU0-SMTP371.phx.gbl Hello [IP ADDRESS]`. 
SEND: `   MAIL FROM: myemail@outlook.com` 
RECEIVE: `530 5.7.0 Must issue a STARTTLS command first`

What kind of a STARTTLS command must I enter?

Are there other commands in the next few commands that I must enter that deviate from the basic protocols of sending an email using telnet?

Thank you.

Was it helpful?

Solution

You must authenticate yourself to use smtp.live.com:587 (SMTP AUTH).

smtp.live.com:587 offers only plain text authentications methods (LOGIN and PLAIN) in response to EHLO (Extended HeLO) issued after turning encryption on (STARTTLS). The offered authentication methods are NOT secure over unencrypted "open internet" SMTP connection.

So the message means: You must issue a STARTTLS command to be able to issue required AUTH command.

OTHER TIPS

"tools-> Account Settings" then double click the "email account" then click More Settings->Advanced tab set the encryption to "Auto"

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