diff --git a/jam-ui/src/components/client/JKSessionScreen.js b/jam-ui/src/components/client/JKSessionScreen.js
index e26c719f4..3922aab84 100644
--- a/jam-ui/src/components/client/JKSessionScreen.js
+++ b/jam-ui/src/components/client/JKSessionScreen.js
@@ -55,7 +55,8 @@ import {
   selectBackingTrackData,
   selectJamTrackData
 } from '../../store/features/activeSessionSlice';
-import { addMessageFromWebSocket } from '../../store/features/sessionChatSlice';
+import { addMessageFromWebSocket, uploadAttachment, selectIsUploading, selectUploadError, selectUploadFileName, clearUploadError } from '../../store/features/sessionChatSlice';
+import { validateFile } from '../../services/attachmentValidation';
 
 import { CLIENT_ROLE, RECORD_TYPE_AUDIO, RECORD_TYPE_BOTH } from '../../helpers/globals';
 import { MessageType } from '../../helpers/MessageFactory.js';
@@ -198,6 +199,14 @@ const JKSessionScreen = () => {
   const backingTrackData = useSelector(selectBackingTrackData);
   const showBackingTrackPlayer = Boolean(backingTrackData);
 
+  // Redux upload state for attachments
+  const isUploading = useSelector(selectIsUploading);
+  const uploadError = useSelector(selectUploadError);
+  const uploadFileName = useSelector(selectUploadFileName);
+
+  // File input ref for attach button
+  const attachFileInputRef = useRef(null);
+
   // Stable callback for backing track popup close
   const handleBackingTrackClose = useCallback(() => {
     console.log('JKSessionScreen: Backing Track Popup closing');
@@ -987,6 +996,50 @@ const JKSessionScreen = () => {
     }
   };
 
+  // Attach button handlers
+  const handleAttachClick = useCallback(() => {
+    attachFileInputRef.current?.click();
+  }, []);
+
+  const handleFileSelect = useCallback((e) => {
+    const file = e.target.files?.[0];
+    if (!file) return;
+
+    // Reset input for re-selection of same file
+    e.target.value = '';
+
+    // Validate file before upload
+    const validation = validateFile(file);
+
+    if (!validation.valid) {
+      toast.error(validation.error);
+      return;
+    }
+
+    // Show warnings if any (e.g., backend may not fully support this type)
+    validation.warnings?.forEach(warning => {
+      console.warn('Attachment warning:', warning);
+    });
+
+    // Open chat window if not already open
+    dispatch(openModal('chat'));
+
+    // Dispatch upload
+    dispatch(uploadAttachment({
+      file,
+      sessionId,
+      clientId: server?.clientId
+    }));
+  }, [dispatch, sessionId, server?.clientId]);
+
+  // Show error toast when upload fails
+  useEffect(() => {
+    if (uploadError) {
+      toast.error(uploadError);
+      dispatch(clearUploadError());
+    }
+  }, [uploadError, dispatch]);
+
   const handleBackingTrackSelected = async (result) => {
     console.log('JKSessionScreen: handleBackingTrackSelected called with:', result);
     console.log('JKSessionScreen: Current state - showBackingTrackPopup:', showBackingTrackPopup, 'popupGuard:', popupGuard);
@@ -1175,9 +1228,23 @@ const JKSessionScreen = () => {
             Broadcast</Button>
           <JKSessionOpenMenu onBackingTrackSelected={handleBackingTrackSelected} onJamTrackSelected={() => dispatch(openModal('jamTrack'))} onMetronomeSelected={handleMetronomeSelected} />
           <JKSessionChatButton sessionId={sessionId} />
-          <Button className='btn-custom-outline' outline size="md">
+          <input
+            type="file"
+            ref={attachFileInputRef}
+            style={{ display: 'none' }}
+            accept=".pdf,.xml,.mxl,.txt,.png,.jpg,.jpeg,.gif,.mp3,.wav"
+            onChange={handleFileSelect}
+          />
+          <Button
+            className='btn-custom-outline'
+            outline
+            size="md"
+            onClick={handleAttachClick}
+            disabled={isUploading}
+          >
             <img src={attachIcon} alt="Attach" style={{ width: '16px', height: '16px', marginRight: '0.2rem' }} />
-            Attach</Button>
+            {isUploading ? 'Uploading...' : 'Attach'}
+          </Button>
           <Button className='btn-custom-outline' outline size="md">
             <img src={resyncIcon} alt="Resync" style={{ width: '16px', height: '16px', marginRight: '0.2rem' }} />
             Resync</Button>