diff --git a/organize/models.py b/organize/models.py
index 0c2fb4913..60cb6fe68 100644
--- a/organize/models.py
+++ b/organize/models.py
@@ -50,16 +50,28 @@ def create(self, **data_dict):
 
         if previous_event:
             event_date = data_dict["date"]
-            if date(event_date.year, event_date.month, event_date.day) - date(
-                previous_event.date.year, previous_event.date.month, previous_event.date.day
-            ) < timedelta(days=180):
-                raise ValidationError(
-                    {
-                        "date": _(
-                            "Your workshops should be at least 6 months apart. " "Please read our Organizer Manual."
-                        )
-                    }
-                )
+            try:
+                if date(event_date.year, event_date.month, event_date.day) - date(
+                    previous_event.date.year, previous_event.date.month, previous_event.date.day
+                ) < timedelta(days=180):
+                    raise ValidationError(
+                        {
+                            "date": _(
+                                "Your workshops should be at least 6 months apart. " "Please read our Organizer Manual."
+                            )
+                        }
+                    )
+            except ValueError:
+                if date(event_date.year, event_date.month, event_date.day) - date(
+                    previous_event.date.year, previous_event.date.month, 1
+                ) < timedelta(days=180):
+                    raise ValidationError(
+                        {
+                            "date": _(
+                                "Your workshops should be at least 6 months apart. " "Please read our Organizer Manual."
+                            )
+                        }
+                    )
         return super().create(**data_dict)
 
 
diff --git a/tests/organize/conftest.py b/tests/organize/conftest.py
index 1cd7844da..316e1d767 100644
--- a/tests/organize/conftest.py
+++ b/tests/organize/conftest.py
@@ -454,3 +454,31 @@ def workshop_form_invalid_no_link():
         "confirm_covid_19_protocols": True,
     }
     return data
+
+
+@pytest.fixture
+def previous_deployed_event():
+    return EventApplication.objects.create(
+        city="Zanzibar",
+        country="Tanzania",
+        date="2070-10-10",
+        created_at=datetime.now() - timedelta(days=181),
+        main_organizer_email="test@example.com",
+        main_organizer_first_name="Anna",
+        main_organizer_last_name="Smith",
+        status="deployed",
+    )
+
+
+@pytest.fixture
+def previous_application_approximate_date():
+    return EventApplication.objects.create(
+        city="Zanzibar",
+        country="Tanzania",
+        date="2070-10-0",
+        created_at=datetime.now() - timedelta(days=181),
+        main_organizer_email="test@example.com",
+        main_organizer_first_name="Anna",
+        main_organizer_last_name="Smith",
+        status="deployed",
+    )
diff --git a/tests/organize/test_models.py b/tests/organize/test_models.py
index f51227943..d3c17e9fa 100644
--- a/tests/organize/test_models.py
+++ b/tests/organize/test_models.py
@@ -43,7 +43,6 @@ def test_deploy_event_from_previous_event(get_or_create_gmail, base_application,
 
 @mock.patch("organize.models.gmail_accounts.get_or_create_gmail")
 def test_send_deployed_email(get_or_create_gmail, base_application, mailoutbox, stock_pictures):
-
     get_or_create_gmail.return_value = (f"{base_application.city}@djangogirls.org", "asd123ASD")
 
     base_application.create_event()
@@ -108,3 +107,15 @@ def test_application_fails_if_event_dates_not_six_months_apart(data_dict, previo
 def test_event_application_manager_create_method(data_dict):
     event = EventApplication.object.create(**data_dict)
     assert event.city == "Harare"
+
+
+def test_previous_deployed_event_years_apart_is_successful(data_dict, previous_deployed_event):
+    assert EventApplication.object.count() == 1
+    EventApplication.object.create(**data_dict)
+    assert EventApplication.object.count() == 2
+
+
+def test_previous_application_with_approximate_date(data_dict, previous_application_approximate_date):
+    assert EventApplication.object.count() == 1
+    EventApplication.object.create(**data_dict)
+    assert EventApplication.object.count() == 2