[Python] Django not sending error emails - how can I debug?

I'm using Django 1.8. This is my base settings file:

LOGGING = {
'version': 1,
'disable_existing_loggers': False,
'filters': {
'require_debug_false': {
'()': 'django.utils.log.RequireDebugFalse'
}
},
'handlers': {
'mail_admins': {
'level': 'ERROR',
'filters': ['require_debug_false'],
'class': 'django.utils.log.AdminEmailHandler'
}
},
'loggers': {
'django.request': {
'handlers': ['mail_admins'],
'level': 'ERROR',
'propagate': True,
},
}
}
ADMINS = (
('ME', 'me@gmail.com'),
)
MANAGERS = ADMINS


And these are my production settings:

########## EMAIL CONFIGURATION
EMAIL_BACKEND = 'django.core.mail.backends.smtp.EmailBackend'
EMAIL_USE_TLS = True
EMAIL_HOST = 'smtp.gmail.com'
EMAIL_PORT = 587
EMAIL_HOST_USER = 'my.error.account@gmail.com'
EMAIL_HOST_PASSWORD = utils.get_env_setting('GMAIL_PASS')
EMAIL_SUBJECT_PREFIX = '[%s] ' % SITE_NAME
SERVER_EMAIL = EMAIL_HOST_USER
DEFAULT_FROM_EMAIL = EMAIL_HOST_USER
########## END EMAIL CONFIGURATION


It used to send error email in production, but has stopped. I've set up a page that returns 500 errors so that I can test this further - no emails being sent when I load it.

I've tried debugging the obvious things:

• I can still log into my.error.account@gmail.com and it doesn't seem to have been blocked.
• I've checked my spam filter.
• I'm certain that DEBUG is set false.
• I believe the GMAIL_PASS environment variable is available to the Django user.

How can I debug this further?

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