diff --git a/tests/13-update-reparse-test.org b/tests/13-update-reparse-test.org
new file mode 100644
index 0000000..97eee86
--- /dev/null
+++ b/tests/13-update-reparse-test.org
@@ -0,0 +1,22 @@
+#+TITLE: 13-Update reparse
+#+DESCRIPTION: Update-Reparse org file
+#+TODO: TODO(t) PAUSED(p) |  DONE(d)
+
+
+* First level
+  :PROPERTIES:
+  :ID:       13-update-reparse-first-level-id
+  :CREATED:  [2020-01-01 Wed 01:01]
+  :END:
+  First level content
+
+  - A list of items ::
+    - With a sublist
+
+  Something after the list.
+
+** Second level
+   :PROPERTIES:
+   :ID:       13-update-reparse-second-level-id
+   :END:
+   Second level content
diff --git a/tests/test_org.py b/tests/test_org.py
index e66e338..61b1b2e 100644
--- a/tests/test_org.py
+++ b/tests/test_org.py
@@ -1,4 +1,5 @@
 import os
+import tempfile
 import unittest
 from datetime import datetime as DT
 
@@ -866,45 +867,44 @@ class TestSerde(unittest.TestCase):
         self.assertEqual(dumps(doc), orig)
 
     def test_update_reparse(self):
-        with open(os.path.join(DIR, "01-simple.org")) as f:
+        with open(os.path.join(DIR, "13-update-reparse-test.org")) as f:
             doc = load(f)
 
+        expected_hl_contents = '''  :PROPERTIES:
+  :ID:       13-update-reparse-first-level-id
+  :CREATED:  [2020-01-01 Wed 01:01]
+  :END:
+  First level content
+
+  - A list of items ::
+    - With a sublist
+
+  Something after the list.
+'''
+
         hl = doc.getTopHeadlines()[0]
-        ex = HL(
-            "First level",
-            props=[
-                ("ID", "01-simple-first-level-id"),
-                ("CREATED", DT(2020, 1, 1, 1, 1)),
-            ],
-            content="  First level content\n",
-            children=[
-                HL(
-                    "Second level",
-                    props=[("ID", "01-simple-second-level-id")],
-                    content="\n   Second level content\n",
-                    children=[
-                        HL(
-                            "Third level",
-                            props=[("ID", "01-simple-third-level-id")],
-                            content="\n    Third level content\n",
-                        )
-                    ],
-                )
-            ],
-        )
-
-        # Ground check
-        ex.assert_matches(self, hl)
-
-        # Update
         lines = list(doc.dump_headline(hl, recursive=False))
         assert lines[0].startswith('* ')  # Title, skip it
         content = '\n'.join(lines[1:])
-        hl.update_raw_contents(content)
+        self.assertEqual(content, expected_hl_contents)
 
         # Check after update
-        ex.assert_matches(self, hl, accept_trailing_whitespace_changes=True)
+        hl.update_raw_contents(content)
+        self.assertEqual(content, expected_hl_contents)
 
+        # Check after dump and reload
+        with tempfile.NamedTemporaryFile('wt') as f:
+            save = org_rw.dumps(doc)
+            f.write(save)
+            f.flush()
+
+            with open(f.name, 'rt') as reader:
+                reloaded = org_rw.load(reader)
+                re_hl = reloaded.getTopHeadlines()[0]
+                lines = list(doc.dump_headline(hl, recursive=False))
+                assert lines[0].startswith('* ')  # Title, skip it
+                content = '\n'.join(lines[1:])
+                self.assertEqual(content, expected_hl_contents)
 
 def print_tree(tree, indentation=0, headline=None):
     for element in tree: