diff --git a/apps/server/src/provider/documentTextWorker.ts b/apps/server/src/provider/documentTextWorker.ts
index 569493906d385..1abdbd78030d5 100644
--- a/apps/server/src/provider/documentTextWorker.ts
+++ b/apps/server/src/provider/documentTextWorker.ts
@@ -22,6 +22,8 @@ interface XmlNode {
   attrs: Record<string, string>;
   children: Array<XmlNode | string>;
   spaceCount?: number;
+  hasText?: boolean;
+  hasTextChoice?: boolean;
 }
 
 function xml(source: string, odfSpaces = false, htmlEntities = false): XmlNode {
@@ -47,10 +49,22 @@ function xml(source: string, odfSpaces = false, htmlEntities = false): XmlNode {
     stack.push(node);
   });
   parser.on("closetag", () => {
-    stack.pop();
+    const node = stack.pop()!;
+    const parent = stack.at(-1)!;
+    // Markup-compatibility fallbacks repeat their mc:Choice content, e.g. Word text boxes.
+    // Keep one when no Choice carries text, such as a chart with a VML caption.
+    if (node.name === "Fallback" && parent.hasTextChoice) {
+      parent.children.pop();
+      return;
+    }
+    if (!node.hasText) return;
+    parent.hasText = true;
+    if (node.name === "Choice") parent.hasTextChoice = true;
   });
   const text = (value: string) => {
-    stack.at(-1)!.children.push(value);
+    const node = stack.at(-1)!;
+    node.children.push(value);
+    if (value.trim() !== "") node.hasText = true;
   };
   parser.on("text", text);
   parser.on("cdata", text);
diff --git a/apps/server/src/provider/userInputAttachments.test.ts b/apps/server/src/provider/userInputAttachments.test.ts
index 81c167c038d87..9d8f3718dd4b8 100644
--- a/apps/server/src/provider/userInputAttachments.test.ts
+++ b/apps/server/src/provider/userInputAttachments.test.ts
@@ -554,6 +554,25 @@ describe("question answer paths", () => {
           expected: ["Start", "[Extracted text truncated at document extraction limits.]"],
           absent: ["Unneeded"],
         },
+        {
+          ext: "docx",
+          bounded: true,
+          parts: {
+            "word/document.xml":
+              '<w:document xmlns:w="urn:w" xmlns:mc="urn:mc"><w:body><w:p><w:r><w:t>Body</w:t></w:r></w:p><w:p><w:r><mc:AlternateContent><mc:Choice Requires="wps"><w:drawing><wps:wsp><wps:txbx><w:txbxContent><w:p><w:r><w:t>Callout box</w:t></w:r></w:p></w:txbxContent></wps:txbx></wps:wsp></w:drawing></mc:Choice><mc:Fallback><w:pict><v:shape><v:textbox><w:txbxContent><w:p><w:r><w:t>Callout box</w:t></w:r></w:p></w:txbxContent></v:textbox></v:shape></w:pict></mc:Fallback></mc:AlternateContent></w:r></w:p></w:body></w:document>',
+          },
+          expected: ["Body\nCallout box"],
+          occurrences: { text: "Callout box", count: 1 },
+        },
+        {
+          ext: "docx",
+          bounded: true,
+          parts: {
+            "word/document.xml":
+              '<w:document xmlns:w="urn:w" xmlns:mc="urn:mc"><w:body><w:p><w:r><mc:AlternateContent><mc:Choice Requires="cx"><w:drawing><cx:chart/></w:drawing></mc:Choice><mc:Fallback><w:pict><v:shape><v:textbox><w:txbxContent><w:p><w:r><w:t>Chart caption</w:t></w:r></w:p></w:txbxContent></v:textbox></v:shape></w:pict></mc:Fallback></mc:AlternateContent></w:r></w:p></w:body></w:document>',
+          },
+          expected: ["Chart caption"],
+        },
         {
           ext: "docx",
           bounded: true,