diff --git a/tests/code_coverage_tests/check_migrations_no_data_rewrites.py b/tests/code_coverage_tests/check_migrations_no_data_rewrites.py
index 358b46db80b..39fdfe716cf 100644
--- a/tests/code_coverage_tests/check_migrations_no_data_rewrites.py
+++ b/tests/code_coverage_tests/check_migrations_no_data_rewrites.py
@@ -631,7 +631,10 @@ def scan_region(
 ) -> Iterator[Violation]:
     """Violations in one region of `document`, whose text begins at `offset`. Positions are
     always counted against the whole document, so a statement nested in a dollar-quoted body
-    reports its real file line and lines up with the markers read from that file."""
+    reports its real file line and lines up with the markers read from that file. A single-quoted
+    literal that `DO` or `EXECUTE` runs as SQL is undoubled before it is scanned, so a `--` or `/*`
+    in one of its nested strings blanks nothing and the statement after it stays visible, and it is
+    padded back to its span so the offsets still land."""
     masked, bodies, literals = mask(region)
     executed = executed_names(masked)
     runnable = executed_literals(masked, literals, executed)
@@ -644,7 +647,13 @@ def scan_region(
                 commands_end = base + bind_values_start(clause)
                 for start, end in literals:
                     if base <= start and end <= commands_end:
-                        yield from scan_region(document, region[start:end], migration, markers, offset + start)
+                        yield from scan_region(
+                            document,
+                            undouble(region[start:end]).ljust(end - start),
+                            migration,
+                            markers,
+                            offset + start,
+                        )
 
             keyword = offending_keyword(clause)
             if keyword is None or exempt:
diff --git a/tests/test_litellm/test_check_migrations_no_data_rewrites.py b/tests/test_litellm/test_check_migrations_no_data_rewrites.py
index 280d1cb698c..f44e9d7e3aa 100644
--- a/tests/test_litellm/test_check_migrations_no_data_rewrites.py
+++ b/tests/test_litellm/test_check_migrations_no_data_rewrites.py
@@ -865,6 +865,19 @@ class TestDynamicSql:
         sql = "DO $$\nBEGIN\n    EXECUTE 'SELECT ''x''; UPDATE \"Foo\" SET \"a\" = 1';\nEND $$;"
         assert _keywords(tmp_path, sql) == ("UPDATE",)
 
+    def test_a_comment_dash_inside_a_doubled_quote_does_not_hide_a_later_rewrite(self, tmp_path):
+        sql = "DO $$\nBEGIN\n    EXECUTE 'SELECT ''--''; UPDATE \"Foo\" SET \"a\" = 1';\nEND $$;"
+        assert _keywords(tmp_path, sql) == ("UPDATE",)
+        assert _scan(tmp_path, sql)[0].line == 3
+
+    def test_a_block_comment_open_inside_a_doubled_quote_does_not_hide_a_later_rewrite(self, tmp_path):
+        sql = "DO $$\nBEGIN\n    EXECUTE 'SELECT ''/*''; DELETE FROM \"Foo\"';\nEND $$;"
+        assert _keywords(tmp_path, sql) == ("DELETE",)
+
+    def test_a_rewrite_genuinely_commented_out_inside_executed_sql_is_not_run(self, tmp_path):
+        sql = "DO $$\nBEGIN\n    EXECUTE 'SELECT 1 -- UPDATE \"Foo\" SET \"a\" = 1';\nEND $$;"
+        assert _keywords(tmp_path, sql) == ()
+
     def test_a_rewrite_in_a_later_command_before_bind_values_is_flagged(self, tmp_path):
         sql = "DO $$\nBEGIN\n    EXECUTE 'SELECT 1; DELETE FROM \"Foo\" WHERE \"a\" = $1' USING 1;\nEND $$;"
         assert _keywords(tmp_path, sql) == ("DELETE",)