diff --git a/surfsense_backend/app/services/export_service.py b/surfsense_backend/app/services/export_service.py
index b79d82af44..defaba7148 100644
--- a/surfsense_backend/app/services/export_service.py
+++ b/surfsense_backend/app/services/export_service.py
@@ -326,13 +326,18 @@ async def _export_workspace_markdown(
             rel_path = f"{dir_path}/{base_name}.md" if dir_path else f"{base_name}.md"
 
             if rel_path in used_paths:
-                used_paths[rel_path] += 1
-                suffix = used_paths[rel_path]
-                base_name = f"{base_name}_{suffix}"
-                rel_path = (
-                    f"{dir_path}/{base_name}.md" if dir_path else f"{base_name}.md"
-                )
-            used_paths[rel_path] = used_paths.get(rel_path, 0) + 1
+                # A suffixed name can already belong to another title
+                # ("Notes_2"), so keep counting until the path is free.
+                stem, taken_path = base_name, rel_path
+                suffix = used_paths[taken_path]
+                while rel_path in used_paths:
+                    suffix += 1
+                    base_name = f"{stem}_{suffix}"
+                    rel_path = (
+                        f"{dir_path}/{base_name}.md" if dir_path else f"{base_name}.md"
+                    )
+                used_paths[taken_path] = suffix
+            used_paths[rel_path] = 1
 
             zip_rel = _join_zip_path(path_prefix, rel_path)
             entries.append((zip_rel, document_to_concept(doc, body=markdown)))
@@ -347,9 +352,7 @@ async def _export_workspace_markdown(
             )
 
             metadata = (
-                doc.document_metadata
-                if isinstance(doc.document_metadata, dict)
-                else {}
+                doc.document_metadata if isinstance(doc.document_metadata, dict) else {}
             )
             description = metadata.get("description")
             dir_concepts.setdefault(dir_path, []).append(
@@ -426,7 +429,9 @@ async def build_export_zip(
             folder_result = await session.execute(
                 select(Folder).where(Folder.workspace_id == workspace_id)
             )
-            folder_path_map = _build_folder_path_map(list(folder_result.scalars().all()))
+            folder_path_map = _build_folder_path_map(
+                list(folder_result.scalars().all())
+            )
 
         export_name = "knowledge-base"
         if folder_id is not None and folder_id in folder_path_map:
@@ -510,9 +515,7 @@ async def flatten_workspace_chats(
     exported: list[dict[str, Any]] = []
     for thread in threads:
         messages_out: list[dict[str, Any]] = []
-        ordered = sorted(
-            thread.messages, key=lambda item: (item.created_at, item.id)
-        )
+        ordered = sorted(thread.messages, key=lambda item: (item.created_at, item.id))
         for message in ordered:
             role = _role_value(message.role)
             if role not in _CHAT_ROLES:
@@ -566,9 +569,7 @@ def _manifest_first_zip(staging_path: str, manifest: dict[str, Any]) -> str:
     return final_path
 
 
-async def build_account_export_zip(
-    session: AsyncSession, user_id: Any
-) -> ExportResult:
+async def build_account_export_zip(session: AsyncSession, user_id: Any) -> ExportResult:
     """Build a contract-3 ZIP of every workspace the user is a member of."""
     workspaces = await _member_workspaces(session, user_id)
     fd, staging_path = tempfile.mkstemp(suffix=".zip")
diff --git a/surfsense_backend/tests/unit/services/test_export_document_paths.py b/surfsense_backend/tests/unit/services/test_export_document_paths.py
new file mode 100644
index 0000000000..5b29d9a123
--- /dev/null
+++ b/surfsense_backend/tests/unit/services/test_export_document_paths.py
@@ -0,0 +1,69 @@
+"""Contract-3 producer: every exported document gets a path of its own."""
+
+from __future__ import annotations
+
+import json
+import os
+import zipfile
+from types import SimpleNamespace
+
+import pytest
+
+from app.db import Document, DocumentType
+from app.services.export_service import build_account_export_zip
+
+pytestmark = pytest.mark.unit
+
+
+class _Rows:
+    def __init__(self, rows: list):
+        self._rows = rows
+
+    def scalars(self):
+        return self
+
+    def unique(self):
+        return self
+
+    def all(self):
+        return self._rows
+
+
+class _Session:
+    """Answers the exporter's queries in order: workspaces, folders, document
+    batches, then chat threads."""
+
+    def __init__(self, workspace, documents: list[Document]):
+        self._responses = [[workspace], [], documents, [], []]
+
+    async def execute(self, _stmt):
+        return _Rows(self._responses.pop(0))
+
+
+def _note(doc_id: int, title: str) -> Document:
+    return Document(
+        id=doc_id,
+        title=title,
+        document_type=DocumentType.NOTE,
+        source_markdown=f"Body of document {doc_id}",
+    )
+
+
+async def test_suffixed_name_does_not_overwrite_a_title_that_already_has_it():
+    workspace = SimpleNamespace(id=7, name="Research", created_at=None)
+    documents = [_note(1, "Notes"), _note(2, "Notes_2"), _note(3, "Notes")]
+
+    result = await build_account_export_zip(_Session(workspace, documents), "user")
+    try:
+        with zipfile.ZipFile(result.zip_path) as archive:
+            manifest = json.loads(archive.read("manifest.json"))
+            listed = manifest["workspaces"][0]["documents"]
+            paths = [doc["path"] for doc in listed]
+            assert len(set(paths)) == len(paths)
+            for doc in listed:
+                assert (
+                    f"Body of document {doc['id']}"
+                    in archive.read(doc["path"]).decode()
+                )
+    finally:
+        os.unlink(result.zip_path)