How can I avoid google mail server asking me to log in via browser?

Question

I am trying to send emails from Django using an email configured by Google Apps, my configuration at the settings.py file looks something like this:

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Answer 1

etusm provided two locations to turn on less secure apps:

One here: https://myaccount.google.com/security?pli=1#connectedapps (bottom of the page)

And one here: https://www.google.com/settings/security/lesssecureapps

both were turned on, but my headless server still couldn't send me an email. based on JohnPang's google+ recommendation, i found a third location where i had to allow access to less secure apps:

in myaccount.google.com, under 'Sign-in & Security', select 'Connected apps & sites'. this also has an option to 'Allow less secure apps'. after turning this one on, my server could now send me an automated email.