How to send SMTP email for office365 with python using tls/ssl

Question

I am trying to send an email from my office365 corporate account using python. I am new to python. This code previously worked when using my hotmail account, however now that I have a need to send confidential information, I must use my corporate email.

I have tried a couple things.

• Verified that my username and password is correct.
• Used both python2 and python3. Both give the same error: 535 5.7.3 Authentication unsuccessful
• I previously was using mailserver.starttls() when I got the above error, then after some research, I tried to pass a
  certificate.mailserver.starttls(certfile='office365.cer')

I am unclear on the certificate part, but my steps include, looking online to find out how to export a certificate. Using chrome browser, microsoftonline.com has a chain certificate. I can export the root and the level just below the root but not the last level. I dont know how to pass both of these files, so I have simply passed the root certificate. At this point I get the error: ssl.SSLError: [SSL] PEM lib (_ssl.c:3309)

i got stuck at this point. Any help is appreciated. Code used below

import smtplib  mailserver = smtplib.SMTP('smtp.office365.com',587) mailserver.ehlo() mailserver.starttls(certfile='office365.cer') mailserver.ehlo() mailserver.login('[email protected]', 'password') mailserver.sendmail('[email protected]','[email protected]','python email') mailserver.quit() 

Answer 1

Well, you are almost there. The following code will do the trick:

import smtplib  mailserver = smtplib.SMTP('smtp.office365.com',587) mailserver.ehlo() mailserver.starttls() mailserver.login('[email protected]', 'password') #Adding a newline before the body text fixes the missing message body mailserver.sendmail('[email protected]','[email protected]','\npython email') mailserver.quit() 

Use the following links for more information:

http://www.aventistech.com/2016/03/07/python-send-email-via-office-365-tls/

https://docs.python.org/3/library/smtplib.html

https://gist.github.com/jasonjoh/3ec367594c3fa662ee983a617bdc7deb

Answer 2

I found a library that it's working for me:

https://github.com/O365/python-o365

https://pypi.python.org/pypi/O365

Install it using PIP and then:

from O365 import Message o365_auth = ('[email protected]','YourPassword') m = Message(auth=o365_auth) m.setRecipients('[email protected]') m.setSubject('I made an email script.') m.setBody('Talk to the computer, cause the human does not want to hear it any more.') m.sendMessage()