(VBScript) Send Email with Hotmail (live.com) -- smtp-mail.outlook.com

Demonstrates the SMTP settings required for sending email through Hotmail (A live.com email address). The Hotmail SMTP server is smtp-mail.outlook.com and receives connections on the SMTP port 587. It expects STARTTLS to establish an explicit TLS connection.

Note: When I first tested this code, I received the following error:

550 5.3.4 554-554 5.2.0 STOREDRV.Deliver; delivery result banner

Mozilla Thunderbird also encountered the same error. I then started a browser, visited outlook.live.com, and logged in to my account. I probably hadn't done that for a very long time. I then retried running this example, and everything worked.

Also, it seems that the SMTP server hostname can be either "smtp-mail.outlook.com" or "smtp.live.com". Both worked.

Chilkat ActiveX Downloads ActiveX for 32-bit and 64-bit Windows

Dim fso, outFile
Set fso = CreateObject("Scripting.FileSystemObject")
Set outFile = fso.CreateTextFile("output.txt", True)

' This example requires the Chilkat API to have been previously unlocked.
' See Global Unlock Sample for sample code.

' The mailman object is used for sending (SMTP) and receiving (POP3) email.
set mailman = CreateObject("Chilkat_9_5_0.MailMan")

' Set the SMTP server.
' Apparently, both "smtp-mail.outlook.com" and "smtp.live.com" are valid.
mailman.SmtpHost = "smtp.live.com"
mailman.SmtpPort = 587

' Set the SMTP login/password (if required)
mailman.SmtpUsername = "myLogin@live.com"
mailman.SmtpPassword = "MY-HOTMAIL-PASSWORD"

' Create a new email object
set email = CreateObject("Chilkat_9_5_0.Email")

email.Subject = "This is a test"
email.Body = "This is a test"
email.From = "My Hotmail Account <myLogin@live.com>"
success = email.AddTo("Chilkat Admin","admin@chilkatsoft.com")

success = mailman.OpenSmtpConnection()
If (success <> 1) Then
    outFile.WriteLine(mailman.LastErrorText)
    outFile.WriteLine("ConnectFailReason = " & mailman.ConnectFailReason)
    WScript.Quit
End If

success = mailman.SmtpAuthenticate()
If (success <> 1) Then
    outFile.WriteLine(mailman.LastErrorText)
    WScript.Quit
End If

success = mailman.SendEmail(email)
If (success <> 1) Then
    outFile.WriteLine(mailman.LastErrorText)
    WScript.Quit
End If

success = mailman.CloseSmtpConnection()

outFile.WriteLine("Email Sent.")

outFile.Close