Peter Bengtsson: Check your email addresses in Python, as a whole

So recently, in MDN, we changed the setting WELCOME_EMAIL_FROM. Seems harmless right? Wrong, it failed horribly in runtime and we didn't notice until it was in production. Here's the traceback:

SMTPSenderRefused: (552, b"5.1.7 The sender's address was syntactically invalid.\n5.1.7 see : http://support.socketlabs.com/kb/84 for more information.", '=?utf-8?q?Janet?=')
(8 additional frame(s) were not displayed)
...
  File "newrelic/api/function_trace.py", line 151, in literal_wrapper
    return wrapped(*args, **kwargs)
  File "django/core/mail/message.py", line 291, in send
    return self.get_connection(fail_silently).send_messages([self])
  File "django/core/mail/backends/smtp.py", line 110, in send_messages
    sent = self._send(message)
  File "django/core/mail/backends/smtp.py", line 126, in _send
    self.connection.sendmail(from_email, recipients, message.as_bytes(linesep='\r\n'))
  File "python3.8/smtplib.py", line 871, in sendmail
    raise SMTPSenderRefused(code, resp, from_addr)

SMTPSenderRefused: (552, b"5.1.7 The sender's address was syntactically invalid.\n5.1.7 see : http://support.socketlabs.com/kb/84 for more information.", '=?utf-8?q?Janet?=')

Yikes!

So, to prevent this from happening every again we're putting this check in:

from email.utils import parseaddr

WELCOME_EMAIL_FROM = config("WELCOME_EMAIL_FROM", ...)

# If this fails, SMTP will probably also fail.
assert parseaddr(WELCOME_EMAIL_FROM)[1].count('@') == 1, parseaddr(WELCOME_EMAIL_FROM)

You could go to town even more on this. Perhaps use the email validator within django but for now I'd call that overkill. This is just a decent check before anything gets a chance to go wrong.

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