diff --git a/webui/backend/tests/golden/__pycache__/test_ui_smoke_golden.cpython-313.pyc b/webui/backend/tests/golden/__pycache__/test_ui_smoke_golden.cpython-313.pyc
index 84688b6..1894687 100644
Binary files a/webui/backend/tests/golden/__pycache__/test_ui_smoke_golden.cpython-313.pyc and b/webui/backend/tests/golden/__pycache__/test_ui_smoke_golden.cpython-313.pyc differ
diff --git a/webui/backend/tests/golden/test_ui_smoke_golden.py b/webui/backend/tests/golden/test_ui_smoke_golden.py
index fc9923e..c6ba17a 100644
--- a/webui/backend/tests/golden/test_ui_smoke_golden.py
+++ b/webui/backend/tests/golden/test_ui_smoke_golden.py
@@ -206,10 +206,16 @@ class UiSmokeGoldenTest(unittest.TestCase):
         self.assertIn('function ensureFolderUploadPicker()', app_js)
         self.assertIn('function openFolderPicker()', app_js)
         self.assertIn('function buildFolderUploadPlan(files, targetPath)', app_js)
-        self.assertIn('function handleFolderSelection(event)', app_js)
+        self.assertIn('function folderDirectoryPaths(plan)', app_js)
+        self.assertIn('async function ensureFolderDirectoryExists(path)', app_js)
+        self.assertIn('async function executeFolderUploadPlan(plan)', app_js)
+        self.assertIn('async function handleFolderSelection(event)', app_js)
         self.assertIn('input.setAttribute("webkitdirectory", "")', app_js)
-        self.assertIn('Folder: ${plan.rootFolderName} (plan only)', app_js)
-        self.assertIn('Folder upload plan ready:', app_js)
+        self.assertIn('Folder upload to: ${plan.targetPath}/${plan.rootFolderName}', app_js)
+        self.assertIn('await apiRequest("POST", "/api/files/mkdir", {', app_js)
+        self.assertIn('await uploadFileRequest(targetPath, entry.file, overwrite);', app_js)
+        self.assertIn('Folder upload: preparing', app_js)
+        self.assertIn('Folder upload: ${uploadState.successfulCount} uploaded, ${uploadState.skippedCount} skipped', app_js)
         self.assertIn('async function handleUploadSelection(event)', app_js)
         self.assertIn('uploadElements().input.onchange = handleUploadSelection;', app_js)
         self.assertIn('"/api/files/upload"', app_js)
diff --git a/webui/html/app.js b/webui/html/app.js
index 8a438db..5b52c24 100644
--- a/webui/html/app.js
+++ b/webui/html/app.js
@@ -70,6 +70,7 @@ let uploadState = {
   conflictResolver: null,
 };
 let folderUploadPlanState = {
+  targetPane: "left",
   targetPath: "",
   rootFolderName: "",
   entries: [],
@@ -500,7 +501,7 @@ function showFolderUploadPlan(plan) {
   folderUploadPlanState = plan;
   elements.button.disabled = false;
   elements.target.textContent = `Upload to: ${plan.targetPath}`;
-  elements.currentFile.textContent = `Folder: ${plan.rootFolderName} (plan only)`;
+  elements.currentFile.textContent = `Folder: ${plan.rootFolderName}`;
   elements.count.textContent = `${plan.fileCount} file${plan.fileCount === 1 ? "" : "s"}${plan.subfolderCount > 0 ? ` • ${plan.subfolderCount} subfolder${plan.subfolderCount === 1 ? "" : "s"}` : ""}`;
   setUploadProgressVisible(true);
 }
@@ -533,6 +534,7 @@ function openFolderPicker() {
     return;
   }
   folderUploadPlanState = {
+    targetPane: state.activePane,
     targetPath: activePaneState().currentPath,
     rootFolderName: "",
     entries: [],
@@ -610,9 +612,11 @@ function buildFolderUploadPlan(files, targetPath) {
     throw new Error("Folder picker returned multiple roots or invalid relative paths");
   }
   return {
+    targetPane: folderUploadPlanState.targetPane || state.activePane,
     targetPath,
     rootFolderName,
     entries: plannedEntries.map((entry) => ({
+      file: entry.file,
       name: entry.file.name,
       size: entry.file.size,
       relativePath: entry.relativePath,
@@ -622,7 +626,139 @@ function buildFolderUploadPlan(files, targetPath) {
   };
 }
 
-function handleFolderSelection(event) {
+function folderDirectoryPaths(plan) {
+  const paths = new Set([`${plan.targetPath}/${plan.rootFolderName}`]);
+  plan.entries.forEach((entry) => {
+    const parts = entry.relativePath.split("/").filter(Boolean);
+    if (parts.length <= 1) {
+      return;
+    }
+    let current = `${plan.targetPath}/${plan.rootFolderName}`;
+    for (let index = 0; index < parts.length - 1; index += 1) {
+      current = `${current}/${parts[index]}`;
+      paths.add(current);
+    }
+  });
+  return Array.from(paths).sort((left, right) => left.split("/").length - right.split("/").length);
+}
+
+async function ensureFolderDirectoryExists(path) {
+  const segments = path.split("/");
+  const name = segments.pop();
+  const parentPath = segments.join("/");
+  try {
+    await apiRequest("POST", "/api/files/mkdir", {
+      parent_path: parentPath,
+      name,
+    });
+    return;
+  } catch (err) {
+    if (err.code !== "already_exists") {
+      throw err;
+    }
+  }
+  await apiRequest("GET", `/api/browse?${new URLSearchParams({ path }).toString()}`);
+}
+
+function updateFolderUploadProgress(plan, currentName, index) {
+  const elements = uploadElements();
+  elements.target.textContent = `Folder upload to: ${plan.targetPath}/${plan.rootFolderName}`;
+  elements.currentFile.textContent = currentName ? `Current file: ${currentName}` : `Folder: ${plan.rootFolderName}`;
+  elements.count.textContent = `${Math.min(index + 1, plan.fileCount)}/${plan.fileCount} files`;
+  elements.button.disabled = true;
+  setUploadProgressVisible(true);
+}
+
+async function executeFolderUploadPlan(plan) {
+  uploadState.active = true;
+  uploadState.targetPath = `${plan.targetPath}/${plan.rootFolderName}`;
+  uploadState.overwriteAll = false;
+  uploadState.skipAll = false;
+  uploadState.successfulCount = 0;
+  uploadState.skippedCount = 0;
+  uploadState.cancelled = false;
+  uploadState.files = plan.entries.map((entry) => entry.file);
+  uploadState.index = 0;
+  setError("actions-error", "");
+  showFolderUploadPlan(plan);
+
+  try {
+    const directories = folderDirectoryPaths(plan);
+    for (const directoryPath of directories) {
+      await ensureFolderDirectoryExists(directoryPath);
+    }
+
+    outer:
+    for (let index = 0; index < plan.entries.length; index += 1) {
+      const entry = plan.entries[index];
+      const relativeParts = entry.relativePath.split("/").filter(Boolean);
+      const fileName = relativeParts[relativeParts.length - 1];
+      const parentSegments = relativeParts.slice(0, -1);
+      const targetPath = parentSegments.length
+        ? `${plan.targetPath}/${plan.rootFolderName}/${parentSegments.join("/")}`
+        : `${plan.targetPath}/${plan.rootFolderName}`;
+
+      uploadState.index = index;
+      updateFolderUploadProgress(plan, entry.relativePath, index);
+      let overwrite = uploadState.overwriteAll;
+      while (true) {
+        try {
+          await uploadFileRequest(targetPath, entry.file, overwrite);
+          uploadState.successfulCount += 1;
+          break;
+        } catch (err) {
+          if (err.code !== "already_exists") {
+            throw err;
+          }
+          if (uploadState.skipAll) {
+            uploadState.skippedCount += 1;
+            break;
+          }
+          const choice = await promptUploadConflict(fileName, targetPath, err.message);
+          if (choice === "overwrite") {
+            overwrite = true;
+            continue;
+          }
+          if (choice === "overwrite_all") {
+            uploadState.overwriteAll = true;
+            overwrite = true;
+            continue;
+          }
+          if (choice === "skip") {
+            uploadState.skippedCount += 1;
+            break;
+          }
+          if (choice === "skip_all") {
+            uploadState.skipAll = true;
+            uploadState.skippedCount += 1;
+            break;
+          }
+          uploadState.cancelled = true;
+          break outer;
+        }
+      }
+    }
+    if (uploadState.successfulCount > 0 || uploadState.skippedCount > 0) {
+      await loadBrowsePane(plan.targetPane);
+    }
+    if (uploadState.cancelled) {
+      setStatus(`Folder upload: ${uploadState.successfulCount}/${plan.fileCount} file${plan.fileCount === 1 ? "" : "s"} uploaded before cancel`);
+    } else if (uploadState.skippedCount > 0) {
+      setStatus(`Folder upload: ${uploadState.successfulCount} uploaded, ${uploadState.skippedCount} skipped`);
+    } else {
+      setStatus(`Folder upload: ${uploadState.successfulCount} file${uploadState.successfulCount === 1 ? "" : "s"} uploaded`);
+    }
+  } catch (err) {
+    if (uploadState.successfulCount > 0 || uploadState.skippedCount > 0) {
+      await loadBrowsePane(plan.targetPane);
+    }
+    setActionError("Folder upload", err);
+  } finally {
+    resetUploadProgress();
+  }
+}
+
+async function handleFolderSelection(event) {
   const files = Array.from(event.target.files || []);
   event.target.value = "";
   if (files.length === 0) {
@@ -636,7 +772,8 @@ function handleFolderSelection(event) {
     }
     showFolderUploadPlan(plan);
     setError("actions-error", "");
-    setStatus(`Folder upload plan ready: ${plan.rootFolderName} (${plan.fileCount} file${plan.fileCount === 1 ? "" : "s"})`);
+    setStatus(`Folder upload: preparing ${plan.rootFolderName} (${plan.fileCount} file${plan.fileCount === 1 ? "" : "s"})`);
+    await executeFolderUploadPlan(plan);
   } catch (err) {
     setUploadProgressVisible(false);
     setActionError("Folder upload", err);