diff --git a/backend/version.py b/backend/version.py
index 3e7c20b..cf4db34 100644
--- a/backend/version.py
+++ b/backend/version.py
@@ -1,3 +1,3 @@
 """Single source of truth for the StackPilot release version."""
 
-APP_VERSION = "0.37.2"
+APP_VERSION = "0.37.3"
diff --git a/frontend/package.json b/frontend/package.json
index a92c642..aac6442 100644
--- a/frontend/package.json
+++ b/frontend/package.json
@@ -1,7 +1,7 @@
 {
   "name": "stackpilot-frontend",
   "private": true,
-  "version": "0.37.2",
+  "version": "0.37.3",
   "type": "module",
   "scripts": {
     "dev": "vite",
diff --git a/frontend/src/pages/Files.tsx b/frontend/src/pages/Files.tsx
index 9efc8d2..93496a0 100644
--- a/frontend/src/pages/Files.tsx
+++ b/frontend/src/pages/Files.tsx
@@ -89,6 +89,7 @@ export function Files() {
     kind: "upload" | "download";
     indeterminate?: boolean;
     loaded?: number;
+    detail?: string;
   } | null>(null);
   const fileInput = useRef<HTMLInputElement>(null);
   const folderInput = useRef<HTMLInputElement>(null);
@@ -119,7 +120,12 @@ export function Files() {
     mutationFn: (file: File) => {
       setProgress({ label: file.name, pct: 0, kind: "upload" });
       return filesApi.upload(path, file, false, "", host, (pct) =>
-        setProgress({ label: file.name, pct, kind: "upload" })
+        setProgress({
+          label: file.name,
+          pct,
+          kind: "upload",
+          detail: `${formatBytes((pct / 100) * file.size)} / ${formatBytes(file.size)}`,
+        })
       );
     },
     onSuccess: (r) => {
@@ -145,23 +151,30 @@ export function Files() {
   const uploadFolder = useMutation({
     mutationFn: async (files: File[]) => {
       const total = files.length;
+      const totalBytes = files.reduce<number>((s, f) => s + f.size, 0);
       let ok = 0;
       let failed = 0;
+      let doneBytes = 0; // bytes of fully-completed files
       for (let i = 0; i < files.length; i++) {
         const f = files[i];
         const rel = (f as File & { webkitRelativePath?: string }).webkitRelativePath || f.name;
         try {
-          await filesApi.upload(path, f, true, rel, host, (filePct) =>
+          await filesApi.upload(path, f, true, rel, host, (filePct) => {
+            const sent = doneBytes + (filePct / 100) * f.size;
             setProgress({
-              label: `${f.name} (${i + 1}/${total})`,
-              pct: ((i + filePct / 100) / total) * 100,
+              label: f.name,
+              // Byte-weighted so the bar tracks real transfer, not file count
+              // (a folder can mix tiny files with multi-GB ones).
+              pct: totalBytes ? (sent / totalBytes) * 100 : ((i + filePct / 100) / total) * 100,
               kind: "upload",
-            })
-          );
+              detail: `${i + 1} / ${total} files · ${formatBytes(sent)} / ${formatBytes(totalBytes)}`,
+            });
+          });
           ok += 1;
         } catch {
           failed += 1;
         }
+        doneBytes += f.size;
       }
       return { ok, failed };
     },
@@ -355,6 +368,9 @@ export function Files() {
               />
             )}
           </div>
+          {progress.detail && (
+            <div className="text-[11px] tabular-nums text-slate-400">{progress.detail}</div>
+          )}
         </div>
       )}