diff --git a/openedx/core/djangoapps/oauth_dispatch/jwt.py b/openedx/core/djangoapps/oauth_dispatch/jwt.py
index cf13a2259b..de493715a7 100644
--- a/openedx/core/djangoapps/oauth_dispatch/jwt.py
+++ b/openedx/core/djangoapps/oauth_dispatch/jwt.py
@@ -276,6 +276,19 @@ def _attach_profile_claim(payload, user):
         'superuser': user.is_superuser,
     })
 
+# .. toggle_name: JWT_AUTH_ADD_KID_HEADER
+# .. toggle_implementation: SettingToggle
+# .. toggle_default: False
+# .. toggle_description: When True, add KID header to JWT using asymmetrical key.
+# .. toggle_use_cases: temporary
+# .. toggle_creation_date: 2024-03-20
+# .. toggle_target_removal_date: 2024-04-20
+# .. toggle_tickets:
+# https://2u-internal.atlassian.net/browse/AUTH-195?atlOrigin=eyJpIjoiODMzODBiODMwMjU5NGRiZTkyOTIzYThhZjZiNWE0MzMiLCJwIjoiaiJ9
+JWT_AUTH_ADD_KID_HEADER = SettingToggle(
+    'JWT_AUTH_ADD_KID_HEADER', default=False, module_name=__name__
+)
+
 
 def _encode_and_sign(payload, use_asymmetric_key, secret):
     """Encode and sign the provided payload."""
@@ -289,6 +302,9 @@ def _encode_and_sign(payload, use_asymmetric_key, secret):
         algorithm = settings.JWT_AUTH['JWT_ALGORITHM']
 
     jwk = PyJWK(key, algorithm)
+    if JWT_AUTH_ADD_KID_HEADER.is_enabled() and jwk.key_id:
+        return jwt.encode(payload, jwk.key, algorithm=algorithm, headers={'kid': jwk.key_id})
+
     return jwt.encode(payload, jwk.key, algorithm=algorithm)
 
 
diff --git a/openedx/core/djangoapps/oauth_dispatch/tests/test_jwt.py b/openedx/core/djangoapps/oauth_dispatch/tests/test_jwt.py
index 7851158614..da95fd072d 100644
--- a/openedx/core/djangoapps/oauth_dispatch/tests/test_jwt.py
+++ b/openedx/core/djangoapps/oauth_dispatch/tests/test_jwt.py
@@ -79,6 +79,33 @@ class TestCreateJWTs(AccessTokenMixin, TestCase):
         jwt_token = self._create_jwt_for_token(DOTAdapter(), use_asymmetric_key=False)
         self._assert_jwt_is_valid(jwt_token, should_be_asymmetric_key=True)
 
+    def test_kid_not_in_jwt_header_with_symmetric_key_and_kid_disabled(self):
+        jwt_token = self._create_jwt_for_token(DOTAdapter(), use_asymmetric_key=False)
+        header = jwt_api.jwt.get_unverified_header(jwt_token)
+        assert 'kid' not in header
+        self._assert_jwt_is_valid(jwt_token, should_be_asymmetric_key=False)
+
+    def test_kid_not_in_jwt_header_with_asymmetric_key_and_kid_disabled(self):
+        jwt_token = self._create_jwt_for_token(DOTAdapter(), use_asymmetric_key=True)
+        header = jwt_api.jwt.get_unverified_header(jwt_token)
+        assert 'kid' not in header
+        self._assert_jwt_is_valid(jwt_token, should_be_asymmetric_key=True)
+
+    @override_settings(JWT_AUTH_ADD_KID_HEADER=True)
+    def test_kid_not_in_jwt_header_with_symmetric_key_and_kid_enabled(self):
+        jwt_token = self._create_jwt_for_token(DOTAdapter(), use_asymmetric_key=False)
+        header = jwt_api.jwt.get_unverified_header(jwt_token)
+        assert 'kid' not in header
+        self._assert_jwt_is_valid(jwt_token, should_be_asymmetric_key=False)
+
+    @override_settings(JWT_AUTH_ADD_KID_HEADER=True)
+    def test_kid_in_jwt_header_with_asymmetric_key_and_kid_enabled(self):
+        jwt_token = self._create_jwt_for_token(DOTAdapter(), use_asymmetric_key=True)
+        header = jwt_api.jwt.get_unverified_header(jwt_token)
+        assert 'kid' in header
+        assert header['kid'] == 'BTZ9HA6K'
+        self._assert_jwt_is_valid(jwt_token, should_be_asymmetric_key=True)
+
     def test_create_jwt_for_token_default_expire_seconds(self):
         oauth_adapter = DOTAdapter()
         jwt_token = self._create_jwt_for_token(oauth_adapter, use_asymmetric_key=False)