diff --git a/static/ui.js b/static/ui.js
index d071d93e..0fa474bb 100644
--- a/static/ui.js
+++ b/static/ui.js
@@ -4472,9 +4472,11 @@ function _compressionAnchorIndex(visWithIdx, anchorKey, fallbackIdx=null){
     for(let i=visWithIdx.length-1;i>=0;i--){
       const candidate=_compressionMessageAnchorKey(visWithIdx[i].m);
       if(!candidate) continue;
+      const anchorTs=String(anchorKey.ts??'');
+      const candidateTs=String(candidate.ts??'');
       if(
         candidate.role===String(anchorKey.role||'') &&
-        String(candidate.ts??'')===String(anchorKey.ts??'') &&
+        (!anchorTs||!candidateTs||candidateTs===anchorTs) &&
         String(candidate.text||'')===String(anchorKey.text||'') &&
         Number(candidate.attachments||0)===Number(anchorKey.attachments||0)
       ){
@@ -4938,13 +4940,19 @@ function renderMessages(options){
       break;
     }
   }
-  const insertionAnchor=_compressionAnchorIndex(
-    renderVisWithIdx,
+  const insertionAnchorFull=_compressionAnchorIndex(
+    visWithIdx,
     compressionState ? compressionState.anchorMessageKey : sessionCompressionAnchorKey,
     compressionState
       ? (typeof compressionState.anchorVisibleIdx==='number' ? compressionState.anchorVisibleIdx : compressionState.anchorRawIdx)
       : sessionCompressionAnchor
   );
+  let insertionAnchor=null;
+  if(typeof insertionAnchorFull==='number'){
+    if(insertionAnchorFull<windowStart) insertionAnchor=renderVisWithIdx.length?0:null;
+    else if(insertionAnchorFull<windowStart+renderVisWithIdx.length) insertionAnchor=insertionAnchorFull-windowStart;
+    else insertionAnchor=renderVisWithIdx.length?renderVisWithIdx.length-1:null;
+  }
   let _prevSepKey=null;
   let currentAssistantTurn=null;
   const assistantSegments=new Map();
diff --git a/tests/test_auto_compression_card.py b/tests/test_auto_compression_card.py
index 25571b26..22a8e84b 100644
--- a/tests/test_auto_compression_card.py
+++ b/tests/test_auto_compression_card.py
@@ -217,6 +217,33 @@ def test_context_anchor_reference_uses_session_summary_fallback():
     assert "!!referenceText && (sessionCompressionAnchor!==null || sessionCompressionAnchorKey || sessionCompressionSummary)" in src
 
 
+def test_compression_anchor_matching_tolerates_legacy_missing_timestamp():
+    src = _read("static/ui.js")
+    start = src.find("function _compressionAnchorIndex")
+    assert start != -1, "compression anchor matcher not found"
+    end = src.find("function _compressionReferenceCardHtml", start)
+    assert end != -1, "compression reference renderer not found after anchor matcher"
+    helper = src[start:end]
+
+    assert "const anchorTs=String(anchorKey.ts??'');" in helper
+    assert "const candidateTs=String(candidate.ts??'');" in helper
+    assert "(!anchorTs||!candidateTs||candidateTs===anchorTs)" in helper
+
+
+def test_compression_anchor_index_is_translated_into_render_window():
+    src = _read("static/ui.js")
+    start = src.find("const insertionAnchorFull=_compressionAnchorIndex")
+    assert start != -1, "full compression anchor lookup not found"
+    end = src.find("let _prevSepKey=null", start)
+    assert end != -1, "message render loop marker not found after anchor lookup"
+    block = src[start:end]
+
+    assert "_compressionAnchorIndex(\n    visWithIdx," in block
+    assert "insertionAnchorFull<windowStart" in block
+    assert "insertionAnchorFull-windowStart" in block
+    assert "windowStart+renderVisWithIdx.length" in block
+
+
 def test_preserved_task_list_attaches_once_per_render():
     src = _read("static/ui.js")