#35773: Error importing HeaderWriteError from email.errors after upgrading to
Django 4.2.16
----------------------------------+---------------------------------------
     Reporter:  Muzaffar Omer     |                     Type:  Bug
       Status:  new               |                Component:  Core (Mail)
      Version:  4.2               |                 Severity:  Normal
     Keywords:  HeaderWriteError  |             Triage Stage:  Unreviewed
    Has patch:  0                 |      Needs documentation:  0
  Needs tests:  0                 |  Patch needs improvement:  0
Easy pickings:  0                 |                    UI/UX:  0
----------------------------------+---------------------------------------
 Hello,

 Recently, we upgraded to Django 4.2.16. One of the servers crashed with
 the below error:

 {{{
 gunicorn[1014232]: [18/Sep/2024
 
10:58:11][common.services.pandora_service._user_access_token:187][Root=1-66ea9623-5aee4eae0266bcd41a3a1159][DEBUG]
 Token retrieved in : 9.248 ms
 gunicorn[1182738]: [2024-09-18 08:58:11 +0000] [1182738] [ERROR] Exception
 in worker process
 gunicorn[1182738]: Traceback (most recent call last):
 gunicorn[1182738]:   File
 "/opt/cloud/releases/20240913T095509/.venv/lib/python3.8/site-
 packages/gunicorn/arbiter.py", line 609, in spawn_worker
 gunicorn[1182738]:     worker.init_process()
 gunicorn[1182738]:   File
 "/opt/cloud/releases/20240913T095509/.venv/lib/python3.8/site-
 packages/gunicorn/workers/ggevent.py", line 147, in init_process
 gunicorn[1182738]:     super().init_process()
 gunicorn[1182738]:   File
 "/opt/cloud/releases/20240913T095509/.venv/lib/python3.8/site-
 packages/gunicorn/workers/base.py", line 134, in init_process
 gunicorn[1182738]:     self.load_wsgi()
 gunicorn[1182738]:   File
 "/opt/cloud/releases/20240913T095509/.venv/lib/python3.8/site-
 packages/gunicorn/workers/base.py", line 146, in load_wsgi
 gunicorn[1182738]:     self.wsgi = self.app.wsgi()
 gunicorn[1182738]:   File
 "/opt/cloud/releases/20240913T095509/.venv/lib/python3.8/site-
 packages/gunicorn/app/base.py", line 67, in wsgi
 gunicorn[1182738]:     self.callable = self.load()
 gunicorn[1182738]:   File
 "/opt/cloud/releases/20240913T095509/.venv/lib/python3.8/site-
 packages/gunicorn/app/wsgiapp.py", line 58, in load
 gunicorn[1182738]:     return self.load_wsgiapp()
 gunicorn[1182738]:   File
 "/opt/cloud/releases/20240913T095509/.venv/lib/python3.8/site-
 packages/gunicorn/app/wsgiapp.py", line 48, in load_wsgiapp
 gunicorn[1182738]:     return util.import_app(self.app_uri)
 gunicorn[1182738]:   File
 "/opt/cloud/releases/20240913T095509/.venv/lib/python3.8/site-
 packages/gunicorn/util.py", line 371, in import_app
 gunicorn[1182738]:     mod = importlib.import_module(module)
 gunicorn[1182738]:   File "/usr/lib/python3.8/importlib/__init__.py", line
 127, in import_module
 gunicorn[1182738]:     return _bootstrap._gcd_import(name[level:],
 package, level)
 gunicorn[1182738]:   File "<frozen importlib._bootstrap>", line 1014, in
 _gcd_import
 gunicorn[1182738]:   File "<frozen importlib._bootstrap>", line 991, in
 _find_and_load
 gunicorn[1182738]:   File "<frozen importlib._bootstrap>", line 961, in
 _find_and_load_unlocked
 gunicorn[1182738]:   File "<frozen importlib._bootstrap>", line 219, in
 _call_with_frames_removed
 gunicorn[1182738]:   File "<frozen importlib._bootstrap>", line 1014, in
 _gcd_import
 gunicorn[1182738]:   File "<frozen importlib._bootstrap>", line 991, in
 _find_and_load
 gunicorn[1182738]:   File "<frozen importlib._bootstrap>", line 975, in
 _find_and_load_unlocked
 gunicorn[1182738]:   File "<frozen importlib._bootstrap>", line 671, in
 _load_unlocked
 gunicorn[1182738]:   File "<frozen importlib._bootstrap_external>", line
 848, in exec_module
 gunicorn[1182738]:   File "<frozen importlib._bootstrap>", line 219, in
 _call_with_frames_removed
 gunicorn[1182738]:   File "/opt/cloud/current/pix4uav/pix4d/__init__.py",
 line 3, in <module>
 gunicorn[1182738]:     from .celery import app as celery_app  # noqa
 gunicorn[1182738]:   File "/opt/cloud/current/pix4uav/pix4d/celery.py",
 line 16, in <module>
 gunicorn[1182738]:     from .settings.sentry import before_send
 gunicorn[1182738]:   File
 "/opt/cloud/current/pix4uav/pix4d/settings/sentry.py", line 5, in <module>
 gunicorn[1182738]:     from sentry_sdk.integrations.django import
 DjangoIntegration
 gunicorn[1182738]:   File
 "/opt/cloud/releases/20240913T095509/.venv/lib/python3.8/site-
 packages/sentry_sdk/integrations/django/__init__.py", line 61, in <module>
 gunicorn[1182738]:     from sentry_sdk.integrations.django.middleware
 import patch_django_middlewares
 gunicorn[1182738]:   File
 "/opt/cloud/releases/20240913T095509/.venv/lib/python3.8/site-
 packages/sentry_sdk/integrations/django/middleware.py", line 38, in
 <module>
 gunicorn[1182738]:     from .asgi import _asgi_middleware_mixin_factory
 gunicorn[1182738]:   File
 "/opt/cloud/releases/20240913T095509/.venv/lib/python3.8/site-
 packages/sentry_sdk/integrations/django/asgi.py", line 13, in <module>
 gunicorn[1182738]:     from django.core.handlers.wsgi import WSGIRequest
 gunicorn[1182738]:   File
 "/opt/cloud/releases/20240913T095509/.venv/lib/python3.8/site-
 packages/django/core/handlers/wsgi.py", line 5, in <module>
 gunicorn[1182738]:     from django.core.handlers import base
 gunicorn[1182738]:   File
 "/opt/cloud/releases/20240913T095509/.venv/lib/python3.8/site-
 packages/django/core/handlers/base.py", line 12, in <module>
 gunicorn[1182738]:     from django.utils.log import log_response
 gunicorn[1182738]:   File
 "/opt/cloud/releases/20240913T095509/.venv/lib/python3.8/site-
 packages/django/utils/log.py", line 6, in <module>
 gunicorn[1182738]:     from django.core import mail
 gunicorn[1182738]:   File
 "/opt/cloud/releases/20240913T095509/.venv/lib/python3.8/site-
 packages/django/core/mail/__init__.py", line 10, in <module>
 gunicorn[1182738]:     from django.core.mail.message import (
 gunicorn[1182738]:   File
 "/opt/cloud/releases/20240913T095509/.venv/lib/python3.8/site-
 packages/django/core/mail/message.py", line 4, in <module>
 gunicorn[1182738]:     from email import generator, message_from_string
 gunicorn[1182738]:   File "/usr/lib/python3.8/email/generator.py", line
 17, in <module>
 gunicorn[1182738]:     from email.errors import HeaderWriteError
 gunicorn[1182738]: ImportError: cannot import name 'HeaderWriteError' from
 'email.errors' (/usr/lib/python3.8/email/errors.py)
 gunicorn[1182738]: [2024-09-18 08:58:11 +0000] [1182738] [INFO] Worker
 exiting (pid: 1182738)
 gunicorn[1014225]: [2024-09-18 08:58:11 +0000] [1014225] [ERROR] Worker
 (pid:1182738) exited with code 3
 gunicorn[1014228]: [2024-09-18 10:58:12 +0200] [1014228] [INFO] Worker
 exiting (pid: 1014228)
 gunicorn[1014235]: [2024-09-18 10:58:12 +0200] [1014235] [INFO] Worker
 exiting (pid: 1014235)
 gunicorn[1014232]: [2024-09-18 10:58:12 +0200] [1014232] [INFO] Worker
 exiting (pid: 1014232)
 gunicorn[1014229]: [2024-09-18 10:58:12 +0200] [1014229] [INFO] Worker
 exiting (pid: 1014229)
 gunicorn[1014225]: [2024-09-18 08:58:17 +0000] [1014225] [ERROR] Shutting
 down: Master
 gunicorn[1014225]: [2024-09-18 08:58:17 +0000] [1014225] [ERROR] Reason:
 Worker failed to boot.
 systemd[1]: gunicorn.service: Main process exited, code=exited,
 status=3/NOTIMPLEMENTED
 systemd[1]: gunicorn.service: Failed with result 'exit-code'.
 }}}

 The error seems related to https://github.com/python/cpython/issues/124170
 and
 
https://github.com/django/django/commit/bf4888d317ba4506d091eeac6e8b4f1fcc731199.

 Below are the versions we use:
 - Django: 4.2.16
 - Python: 3.8.10
 - Gunicorn: 22.0.0

 Thank you!
-- 
Ticket URL: <https://code.djangoproject.com/ticket/35773>
Django <https://code.djangoproject.com/>
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