diff --git a/edb/edgeql/compiler/setgen.py b/edb/edgeql/compiler/setgen.py
index da88907c5cc..edd61477f54 100644
--- a/edb/edgeql/compiler/setgen.py
+++ b/edb/edgeql/compiler/setgen.py
@@ -1959,9 +1959,6 @@ def should_materialize(
     if not isinstance(ir, irast.Set):
         return reasons
 
-    if irtyputils.is_free_object(ir.typeref):
-        reasons.append(irast.MaterializeVolatile())
-
     typ = get_set_type(ir, ctx=ctx)
 
     assert ir.path_scope_id is not None
diff --git a/tests/test_edgeql_group.py b/tests/test_edgeql_group.py
index 8e8a88168a8..90bbd714536 100644
--- a/tests/test_edgeql_group.py
+++ b/tests/test_edgeql_group.py
@@ -1499,14 +1499,7 @@ async def test_edgeql_group_destruct_immediately_02(self):
             ["element", "element", "element", "element"],
         )
 
-    @test.xerror("""
-        Issue #5796
-
-        Materialized set not finalized.
-    """)
     async def test_edgeql_group_issue_5796(self):
-        # Fails on assert mat_set.materialized .
-        # Depends on double select and deck in shape
         await self.assert_query_result(
             r'''
             with
@@ -1528,7 +1521,6 @@ async def test_edgeql_group_issue_5796(self):
             ]),
         )
 
-    @test.xerror("Issue #6059")
     async def test_edgeql_group_issue_6059(self):
         await self.assert_query_result(
             r'''
@@ -1547,7 +1539,6 @@ async def test_edgeql_group_issue_6059(self):
             [{"keyCard": {}}] * 4,
         )
 
-    @test.xerror("Issue #6060")
     async def test_edgeql_group_issue_6060(self):
         await self.assert_query_result(
             r'''
@@ -1609,13 +1600,10 @@ async def test_edgeql_group_issue_6019_a(self):
                 ) by .key
             ''')
 
-    @test.xerror("""
-        Issue #6019
-
-        Grouping on key should probably be rejected.
-        (And if not, it should not ISE!)
-    """)
     async def test_edgeql_group_issue_6019_b(self):
+        # This didn't work because group created free objects which were then
+        # materialized as volatile. `group (group X by .x) by .key` has a
+        # different cause.
         await self.assert_query_result(
             '''
             with
diff --git a/tests/test_edgeql_insert.py b/tests/test_edgeql_insert.py
index 498ddbbfb21..24083714e4c 100644
--- a/tests/test_edgeql_insert.py
+++ b/tests/test_edgeql_insert.py
@@ -6814,6 +6814,32 @@ async def test_edgeql_insert_volatile_42(self):
             [1],
         )
 
+    async def test_edgeql_insert_with_freeobject_01(self):
+        await self.con.execute('''
+            WITH free := { name := "asdf" },
+            SELECT (INSERT Person { name := free.name });
+        ''')
+
+        await self.assert_query_result(
+            'SELECT Person.name = "asdf"',
+            [True],
+        )
+
+    async def test_edgeql_insert_with_freeobject_02(self):
+        await self.con.execute('''
+            WITH free := { name := <str>random() },
+            SELECT (INSERT Person { name := free.name, tag := free.name });
+        ''')
+
+        await self.assert_query_result(
+            'WITH P := (Person {ok := .name = .tag}) SELECT all(P.ok)',
+            [True],
+        )
+        await self.assert_query_result(
+            'SELECT count(distinct(Person.name))',
+            [1],
+        )
+
     async def test_edgeql_insert_multi_exclusive_01(self):
         await self.con.execute('''
             INSERT Person { name := "asdf", multi_prop := "a" };