diff --git a/plugins/apple-calendar/src/sync.rs b/plugins/apple-calendar/src/sync.rs
index 56785d5abb..0fa6e72777 100644
--- a/plugins/apple-calendar/src/sync.rs
+++ b/plugins/apple-calendar/src/sync.rs
@@ -269,6 +269,21 @@ async fn _sync_events(
                     continue;
                 }
 
+                // don't create a new recurring event if it already exists in the database with the same start date, tracking_id, name and is_recurring
+                // only for backward compatibility with the old database structure
+                let already_exists_in_db_recurring =
+                    db_events_with_session.iter().any(|(db_event, session)| {
+                        (db_event.start_date == system_event.start_date)
+                            && (db_event.tracking_id == system_event.id)
+                            && (system_event.is_recurring)
+                            && (db_event.name == system_event.name)
+                            && (db_event.is_recurring == false)
+                            && session.as_ref().map_or(false, |s| !s.is_empty())
+                    });
+                if already_exists_in_db_recurring {
+                    continue;
+                }
+
                 // This is a genuinely new event
                 let new_event = hypr_db_user::Event {
                     id: uuid::Uuid::new_v4().to_string(),