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      (Chilkat2-Python) Send Email using smtp-mail.outlook.com with Password AuthenticationDemonstrates how to send an email using smtp-mail.outlook.com using password authentication. 
 import sys import chilkat2 # This example requires the Chilkat API to have been previously unlocked. # See Global Unlock Sample for sample code. mailman = chilkat2.MailMan() mailman.SmtpHost = "smtp-mail.outlook.com" mailman.SmtpPort = 587 mailman.StartTLS = True # Set the SMTP login/password mailman.SmtpUsername = "OFFICE365_USERNAME" mailman.SmtpPassword = "OFFICE365_PASSWORD" # Create a new email object email = chilkat2.Email() email.Subject = "This is a test" email.Body = "This is a test" email.From = "My Name <my_office365_email@outlook.com>" success = email.AddTo("Chilkat Admin","admin@chilkatsoft.com") success = mailman.SendEmail(email) if (success != True): print(mailman.LastErrorText) sys.exit() print(mailman.SmtpSessionLog) success = mailman.CloseSmtpConnection() if (success != True): print("Connection to SMTP server not closed cleanly.") print("Email Sent!")  | 
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