OpenSSL.SSL.Error: [('SSL routines', 'SSL_CTX_use_certificate', 'ca md too weak')]

Symptoms

The administrator is confronted with an "Internal Server Error".

Scenarios where this happens:

• When uploading certificates to enable single sign-on in Parallels Secure Workspace.
• When uploading an SSL certificate under System Settings > Global > SSL Offloading.

In the log file, a similar error can be seen:
2023-01-04 12:06:25.899051+00:00 awingu01 awingu-api.service[/opt/awingu/awingu-core/virtualenv/bin/gunicorn:1391]: Internal Server Error: /api/v2/domains/2/
Traceback (most recent call last):
  File "/opt/awingu/awingu-core/virtualenv/lib/python3.10/site-packages/django/core/handlers/exception.py", line 47, in inner
    response = get_response(request)
  File "/opt/awingu/awingu-core/virtualenv/lib/python3.10/site-packages/django/core/handlers/base.py", line 181, in _get_response
    response = wrapped_callback(request, *callback_args, **callback_kwargs)
  File "/opt/awingu/awingu-core/virtualenv/lib/python3.10/site-packages/django/views/decorators/csrf.py", line 54, in wrapped_view
    return view_func(*args, **kwargs)
  File "/opt/awingu/awingu-core/virtualenv/lib/python3.10/site-packages/rest_framework/viewsets.py", line 125, in view
    return self.dispatch(request, *args, **kwargs)
  File "/opt/awingu/awingu-core/virtualenv/lib/python3.10/site-packages/rest_framework/views.py", line 509, in dispatch
    response = self.handle_exception(exc)
  File "/opt/awingu/awingu-core/virtualenv/lib/python3.10/site-packages/rest_framework/views.py", line 469, in handle_exception
    self.raise_uncaught_exception(exc)
  File "/opt/awingu/awingu-core/virtualenv/lib/python3.10/site-packages/rest_framework/views.py", line 480, in raise_uncaught_exception
    raise exc
  File "/opt/awingu/awingu-core/virtualenv/lib/python3.10/site-packages/rest_framework/views.py", line 506, in dispatch
    response = handler(request, *args, **kwargs)
  File "/opt/awingu/awingu-core/virtualenv/lib/python3.10/site-packages/rest_framework/mixins.py", line 82, in partial_update
    return self.update(request, *args, **kwargs)
  File "/opt/awingu/awingu-core/virtualenv/lib/python3.10/site-packages/rest_framework/mixins.py", line 67, in update
    serializer.is_valid(raise_exception=True)
  File "/opt/awingu/awingu-core/virtualenv/lib/python3.10/site-packages/rest_framework/serializers.py", line 227, in is_valid
    self._validated_data = self.run_validation(self.initial_data)
  File "/opt/awingu/awingu-core/virtualenv/lib/python3.10/site-packages/awingucore/common/libs/base/serializers.py", line 45, in run_validation
    return super().run_validation(data)
  File "/opt/awingu/awingu-core/virtualenv/lib/python3.10/site-packages/rest_framework/serializers.py", line 429, in run_validation
    value = self.validate(value)
  File "/opt/awingu/awingu-core/virtualenv/lib/python3.10/site-packages/awingucore/domain/serializers.py", line 459, in validate
    not validators.is_valid_ssl_match(sso_ca_certificate,
  File "/opt/awingu/awingu-core/virtualenv/lib/python3.10/site-packages/awingucore/common/libs/base/validators.py", line 200, in is_valid_ssl_match
    context.use_certificate(certificate)
  File "/opt/awingu/awingu-core/virtualenv/lib/python3.10/site-packages/OpenSSL/SSL.py", line 971, in use_certificate
    _raise_current_error()
  File "/opt/awingu/awingu-core/virtualenv/lib/python3.10/site-packages/OpenSSL/_util.py", line 57, in exception_from_error_queue
    raise exception_type(errors)
OpenSSL.SSL.Error: [('SSL routines', 'SSL_CTX_use_certificate', 'ca md too weak')]

Cause

This is caused when any of the uploaded certificates use an insecure signature algorithm, such as sha1RSA.

Resolution

The uploaded certificate(s) should use a secure signature algorithm.

If you're uploading a certificate chain or bundle, evaluate the entire certificate chain.

Upon publication of this article, sha256RSA is common.
sha1RSA is insecure.