diff --git a/surfsense_backend/alembic/versions/18_add_google_gmail_connector_enums.py b/surfsense_backend/alembic/versions/18_add_google_gmail_connector_enums.py
new file mode 100644
index 0000000..a2d77e5
--- /dev/null
+++ b/surfsense_backend/alembic/versions/18_add_google_gmail_connector_enums.py
@@ -0,0 +1,65 @@
+"""Add Google Gmail connector enums
+
+Revision ID: 18
+Revises: 17
+Create Date: 2024-02-01 12:00:00.000000
+
+"""
+
+from collections.abc import Sequence
+
+from alembic import op
+
+# revision identifiers, used by Alembic.
+revision: str = "18"
+down_revision: str | None = "17"
+branch_labels: str | Sequence[str] | None = None
+depends_on: str | Sequence[str] | None = None
+
+
+def upgrade() -> None:
+    """Safely add 'GOOGLE_GMAIL_CONNECTOR' to enum types if missing."""
+
+    # Add to searchsourceconnectortype enum
+    op.execute(
+        """
+    DO $$
+    BEGIN
+        IF NOT EXISTS (
+            SELECT 1 FROM pg_type t
+            JOIN pg_enum e ON t.oid = e.enumtypid
+            WHERE t.typname = 'searchsourceconnectortype' AND e.enumlabel = 'GOOGLE_GMAIL_CONNECTOR'
+        ) THEN
+            ALTER TYPE searchsourceconnectortype ADD VALUE 'GOOGLE_GMAIL_CONNECTOR';
+        END IF;
+    END
+    $$;
+    """
+    )
+
+    # Add to documenttype enum
+    op.execute(
+        """
+    DO $$
+    BEGIN
+        IF NOT EXISTS (
+            SELECT 1 FROM pg_type t
+            JOIN pg_enum e ON t.oid = e.enumtypid
+            WHERE t.typname = 'documenttype' AND e.enumlabel = 'GOOGLE_GMAIL_CONNECTOR'
+        ) THEN
+            ALTER TYPE documenttype ADD VALUE 'GOOGLE_GMAIL_CONNECTOR';
+        END IF;
+    END
+    $$;
+    """
+    )
+
+
+def downgrade() -> None:
+    """Remove 'GOOGLE_GMAIL_CONNECTOR' from enum types."""
+
+    # Note: PostgreSQL doesn't support removing enum values directly
+    # This would require recreating the enum type, which is complex
+    # For now, we'll leave the enum values in place
+    # In a production environment, you might want to implement a more sophisticated downgrade
+    pass