diff --git a/mail_tracking_mailgun/tests/test_mailgun.py b/mail_tracking_mailgun/tests/test_mailgun.py
index 2dffc3a3b..ea7db6b24 100644
--- a/mail_tracking_mailgun/tests/test_mailgun.py
+++ b/mail_tracking_mailgun/tests/test_mailgun.py
@@ -475,3 +475,28 @@ def test_manual_check_exceptions(self, mock_request):
         mock_request.get.return_value.json.return_value = {}
         with self.assertRaises(UserError):
             self.tracking_email.action_manual_check_mailgun()
+
+    @patch(f"{_packagepath}.wizards.res_config_settings.requests")
+    def test_register_webhooks_error(self, mock_request):
+        mock_request.post.return_value.status_code = 500
+        mock_request.post.return_value.json.return_value = {"message": "fail"}
+        with self.assertRaises(UserError):
+            self.env["res.config.settings"].mail_tracking_mailgun_register_webhooks()
+
+    @patch(f"{_packagepath}.wizards.res_config_settings.requests")
+    def test_unregister_webhooks_error_on_get(self, mock_request):
+        mock_request.get.return_value.status_code = 500
+        mock_request.get.return_value.json.return_value = {"message": "fail"}
+        with self.assertRaises(UserError):
+            self.env["res.config.settings"].mail_tracking_mailgun_unregister_webhooks()
+
+    @patch(f"{_packagepath}.wizards.res_config_settings.requests")
+    def test_unregister_webhooks_error_on_delete(self, mock_request):
+        mock_request.get.return_value.status_code = 200
+        mock_request.get.return_value.json.return_value = {
+            "webhooks": {"clicked": {"url": "https://example.com/hook"}}
+        }
+        mock_request.delete.return_value.status_code = 500
+        mock_request.delete.return_value.json.return_value = {"message": "fail"}
+        with self.assertRaises(UserError):
+            self.env["res.config.settings"].mail_tracking_mailgun_unregister_webhooks()
diff --git a/mail_tracking_mailgun/wizards/res_config_settings.py b/mail_tracking_mailgun/wizards/res_config_settings.py
index 73d7dc023..9687be129 100644
--- a/mail_tracking_mailgun/wizards/res_config_settings.py
+++ b/mail_tracking_mailgun/wizards/res_config_settings.py
@@ -6,7 +6,8 @@
 
 import requests
 
-from odoo import fields, models
+from odoo import _, fields, models
+from odoo.exceptions import UserError
 
 _logger = logging.getLogger(__name__)
 
@@ -83,6 +84,14 @@ def mail_tracking_mailgun_unregister_webhooks(self):
             .sudo()
             .get_param("mailgun.timeout", MAILGUN_TIMEOUT),
         )
+        if webhooks.status_code != 200:
+            raise UserError(
+                _("Error %(status)s: %(response)s.")
+                % {
+                    "status": webhooks.status_code,
+                    "response": webhooks.json(),
+                }
+            )
         webhooks.raise_for_status()
         for event, data in webhooks.json()["webhooks"].items():
             # Modern webhooks return a list of URLs; old ones just one
@@ -103,6 +112,14 @@ def mail_tracking_mailgun_unregister_webhooks(self):
                 .sudo()
                 .get_param("mailgun.timeout", MAILGUN_TIMEOUT),
             )
+            if response.status_code != 200:
+                raise UserError(
+                    _("Error %(status)s: %(response)s.")
+                    % {
+                        "status": response.status_code,
+                        "response": response.json(),
+                    }
+                )
             response.raise_for_status()
 
     def mail_tracking_mailgun_register_webhooks(self):
@@ -123,4 +140,12 @@ def mail_tracking_mailgun_register_webhooks(self):
                 .get_param("mailgun.timeout", MAILGUN_TIMEOUT),
             )
             # Assert correct registration
+            if response.status_code != 200:
+                raise UserError(
+                    _("Error %(status)s: %(response)s.")
+                    % {
+                        "status": response.status_code,
+                        "response": response.json(),
+                    }
+                )
             response.raise_for_status()