diff --git a/client/src/components/Chat/Messages/Content/Container.tsx b/client/src/components/Chat/Messages/Content/Container.tsx
index 81f97acf68..8a4806d74d 100644
--- a/client/src/components/Chat/Messages/Content/Container.tsx
+++ b/client/src/components/Chat/Messages/Content/Container.tsx
@@ -9,10 +9,10 @@ const Container = ({ children, message }: { children: React.ReactNode; message?:
     dir="auto"
   >
     {message?.isCreatedByUser === true && <MessageQuotes quotes={message.quotes} />}
-    {/* Not user-only: this is the sole consumer of `message.files`, and an
-        imported assistant message can carry attachments — voice-mode audio —
-        that no content part renders. */}
-    {message?.files != null && message.files.length > 0 && <Files message={message} />}
+    {/* Not user-only: an assistant message can carry attachments — voice-mode
+        audio — that no content part renders. `ContentParts` renders the same
+        files for messages that never reach this container. */}
+    {message?.files != null && message.files.length > 0 && <Files files={message.files} />}
     {message?.isCreatedByUser === true && (
       <>
         <SkillPills skills={message.alwaysAppliedSkills} source="always-apply" />
diff --git a/client/src/components/Chat/Messages/Content/ContentParts.tsx b/client/src/components/Chat/Messages/Content/ContentParts.tsx
index 5b60b534c2..d9d56f8715 100644
--- a/client/src/components/Chat/Messages/Content/ContentParts.tsx
+++ b/client/src/components/Chat/Messages/Content/ContentParts.tsx
@@ -4,6 +4,7 @@ import type {
   TMessageContentParts,
   SearchResultData,
   TAttachment,
+  TMessage,
   Agents,
 } from 'librechat-data-provider';
 import type { ToolCallGroupExpansionState } from './ToolCallGroup';
@@ -16,6 +17,7 @@ import ApprovalProvider from './ApprovalContext';
 import MemoryArtifacts from './MemoryArtifacts';
 import ToolCallGroup from './ToolCallGroup';
 import Container from './Container';
+import Files from './Files';
 import Part from './Part';
 
 const getToolCallId = (part: TMessageContentParts): string =>
@@ -119,6 +121,15 @@ type ContentPartsProps = {
   isLast: boolean;
   isSubmitting: boolean;
   isLatestMessage?: boolean;
+  /**
+   * The message's own attachments. Images among them already render as
+   * `image_file` parts, so only the rest are shown here — but the rest have
+   * no content part at all, and `Container` (the only other consumer of this
+   * field) is never reached by a message that has content. Without this, an
+   * assistant turn that carries both reasoning and a generated file renders
+   * the reasoning and silently drops the file.
+   */
+  files?: TMessage['files'];
   edit?: boolean;
   enterEdit?: (cancel?: boolean) => void | null | undefined;
   siblingIdx?: number;
@@ -136,6 +147,7 @@ type ContentPartsProps = {
  */
 const ContentParts = memo(function ContentParts({
   edit,
+  files,
   isLast,
   content,
   manualSkills,
@@ -152,6 +164,10 @@ const ContentParts = memo(function ContentParts({
   createdAt,
 }: ContentPartsProps) {
   const attachmentMap = useMemo(() => mapAttachments(attachments ?? []), [attachments]);
+  const nonImageFiles = useMemo(
+    () => files?.filter((file) => file.type?.startsWith('image/') !== true),
+    [files],
+  );
   const effectiveIsSubmitting = isLatestMessage ? isSubmitting : false;
   const toolGroupExpansionRef = useRef(new Map<string, ToolCallGroupExpansionState>());
   const fallbackScopeRef = useRef({ messageId, scope: 0 });
@@ -407,6 +423,11 @@ const ContentParts = memo(function ContentParts({
     <ApprovalProvider>
       <SearchContext.Provider value={{ searchResults }}>
         <MemoryArtifacts attachments={attachments} />
+        {nonImageFiles != null && nonImageFiles.length > 0 && (
+          <Container>
+            <Files files={nonImageFiles} />
+          </Container>
+        )}
         {renderPendingSkills()}
         {showEmptyCursor && (
           <Container>
diff --git a/client/src/components/Chat/Messages/Content/Files.tsx b/client/src/components/Chat/Messages/Content/Files.tsx
index 4e4d85060c..1cf58edd2a 100644
--- a/client/src/components/Chat/Messages/Content/Files.tsx
+++ b/client/src/components/Chat/Messages/Content/Files.tsx
@@ -4,14 +4,17 @@ import FileContainer from '~/components/Chat/Input/Files/FileContainer';
 import FilePreviewDialog from './FilePreviewDialog';
 import Image from './Image';
 
-const Files = ({ message }: { message?: TMessage }) => {
+/** Takes the file list rather than the message: the content-part renderer has
+ * to show the non-image half of it without handing the whole message object to
+ * a memoized subtree. */
+const Files = ({ files }: { files?: TMessage['files'] }) => {
   const imageFiles = useMemo(() => {
-    return message?.files?.filter((file) => file.type?.startsWith('image/')) || [];
-  }, [message?.files]);
+    return files?.filter((file) => file.type?.startsWith('image/')) || [];
+  }, [files]);
 
   const otherFiles = useMemo(() => {
-    return message?.files?.filter((file) => !file.type?.startsWith('image/')) || [];
-  }, [message?.files]);
+    return files?.filter((file) => !file.type?.startsWith('image/')) || [];
+  }, [files]);
 
   const [selectedFile, setSelectedFile] = useState<Partial<TFile> | null>(null);
 
diff --git a/client/src/components/Chat/Messages/MessageParts.tsx b/client/src/components/Chat/Messages/MessageParts.tsx
index 4798bcd9a0..4ce57efaf4 100644
--- a/client/src/components/Chat/Messages/MessageParts.tsx
+++ b/client/src/components/Chat/Messages/MessageParts.tsx
@@ -146,6 +146,7 @@ function MessageParts(props: TMessageProps) {
                   <ContentParts
                     edit={edit}
                     isLast={isLast}
+                    files={message.files}
                     enterEdit={enterEdit}
                     siblingIdx={siblingIdx}
                     attachments={attachments}
diff --git a/client/src/components/Messages/ContentRender.tsx b/client/src/components/Messages/ContentRender.tsx
index f8429113de..9156e2ca80 100644
--- a/client/src/components/Messages/ContentRender.tsx
+++ b/client/src/components/Messages/ContentRender.tsx
@@ -195,6 +195,7 @@ const ContentRender = memo(function ContentRender({
             <ContentParts
               edit={edit}
               isLast={isLast}
+              files={msg.files}
               enterEdit={enterEdit}
               siblingIdx={siblingIdx}
               messageId={msg.messageId}