diff --git a/src-tauri/src/extension_server.rs b/src-tauri/src/extension_server.rs
index 29cd2ac..085244b 100644
--- a/src-tauri/src/extension_server.rs
+++ b/src-tauri/src/extension_server.rs
@@ -316,7 +316,17 @@ fn normalize_download(payload: ExtensionRequest) -> Option<ExtensionDownload> {
         matches!(url.scheme(), "http" | "https").then(|| url.to_string())
     });
     let filename = payload.filename.and_then(|value| sanitize_filename(&value));
-    let headers = normalize_headers(payload.headers, payload.media);
+    // A multi-URL handoff has no per-URL cookie scope. Keep ordinary
+    // request headers, but drop Cookie headers and the dedicated cookie field
+    // so a legacy or untrusted caller cannot reuse one session across hosts.
+    let headers = normalize_headers(payload.headers, payload.media || urls.len() > 1);
+    let cookies = if !payload.media && urls.len() == 1 {
+        payload
+            .cookies
+            .filter(|value| !value.trim().is_empty())
+    } else {
+        None
+    };
 
     Some(ExtensionDownload {
         urls,
@@ -329,10 +339,7 @@ fn normalize_download(payload: ExtensionRequest) -> Option<ExtensionDownload> {
         // Cookie header can exceed upstream limits and makes old extension
         // builds pay for a doomed metadata request before retrying. Ordinary
         // captured downloads still need their exact request cookies.
-        cookies: (!payload.media)
-            .then_some(payload.cookies)
-            .flatten()
-            .filter(|value| !value.trim().is_empty()),
+        cookies,
         media: payload.media,
     })
 }
@@ -568,6 +575,26 @@ mod tests {
         );
     }
 
+    #[test]
+    fn multi_url_capture_drops_cookie_scope_but_preserves_safe_headers() {
+        let download = normalize_download(ExtensionRequest {
+            urls: vec![
+                "https://one.example/private.zip".to_string(),
+                "https://two.example/file.zip".to_string(),
+            ],
+            referer: None,
+            silent: true,
+            filename: None,
+            headers: Some("Cookie: session=secret\nUser-Agent: Firefox".to_string()),
+            cookies: Some("session=secret".to_string()),
+            media: false,
+        })
+        .expect("valid multi-url handoff");
+
+        assert_eq!(download.cookies, None);
+        assert_eq!(download.headers.as_deref(), Some("User-Agent: Firefox"));
+    }
+
     #[test]
     fn signs_server_proof_with_timestamp_nonce_and_bound_port() {
         let token = Arc::new(RwLock::new("pairing-token".to_string()));
diff --git a/src/components/AddDownloadsModal.tsx b/src/components/AddDownloadsModal.tsx
index 95bdd7e..b5240dd 100644
--- a/src/components/AddDownloadsModal.tsx
+++ b/src/components/AddDownloadsModal.tsx
@@ -539,6 +539,7 @@ export const AddDownloadsModal = () => {
     setResolvedLocation(finalLocation);
     const store = useDownloadStore.getState();
     const newConflicts: DuplicateConflict[] = [];
+    const plannedTargets: Array<{ location: string; fileName: string }> = [];
 
     for (let i = 0; i < parsedItems.length; i++) {
       const item = parsedItems[i];
@@ -550,8 +551,25 @@ export const AddDownloadsModal = () => {
         : destinationOverrides[i] || await categoryLocationForFile(finalFile);
 
       const isUrlDupe = store.downloads.some(d => d.url === item.downloadUrl && d.status !== 'failed' && d.status !== 'completed');
+      const hasBatchConflict = plannedTargets.some(target =>
+        downloadLocationEquals(
+          target.location,
+          target.fileName,
+          itemLocation,
+          finalFile,
+          platform.os
+        )
+      );
       if (isUrlDupe) {
         newConflicts.push({ id: i.toString(), fileName: finalFile, reason: { type: 'url', msg: 'URL already in queue' }, resolution: 'rename' });
+      } else if (hasBatchConflict) {
+        newConflicts.push({
+          id: i.toString(),
+          fileName: finalFile,
+          reason: { type: 'file', msg: 'Another selected download uses this destination' },
+          resolution: 'rename',
+          replaceAllowed: false
+        });
       } else {
         let fileExistsInStore = false;
         for (const download of store.downloads) {
@@ -595,6 +613,7 @@ export const AddDownloadsModal = () => {
           });
         }
       }
+      plannedTargets.push({ location: itemLocation, fileName: finalFile });
     }
 
     if (newConflicts.length > 0) {
@@ -646,6 +665,17 @@ export const AddDownloadsModal = () => {
                  const ext = finalFile.includes('.') ? finalFile.substring(finalFile.lastIndexOf('.')) : '';
                  let newName = finalFile;
                  let exists = true;
+                 const batchTargets: Array<{ location: string; fileName: string }> = [];
+                 for (const [candidateIndex, candidate] of itemsToAdd.entries()) {
+                   if (!candidate || candidateIndex === idx) continue;
+                   const candidateFile = candidate.isMedia
+                     ? mediaFileNameForSelectedFormat(candidate.file, candidate)
+                     : canonicalizeDownloadFileName(candidate.file);
+                   const candidateLocation = useSharedDestination
+                     ? finalLocation
+                     : destinationOverrides[candidateIndex] || await categoryLocationForFile(candidateFile);
+                   batchTargets.push({ location: candidateLocation, fileName: candidateFile });
+                 }
                  
                  while (exists && count < 1000) {
           newName = `${base} (${count})${ext}`;
@@ -674,7 +704,14 @@ export const AddDownloadsModal = () => {
                          path: await resolveDownloadFilePath(itemLocation, newName)
                        });
                      } catch(e) {}
-                     exists = storeHas || diskHas;
+                     const batchHas = batchTargets.some(target => downloadLocationEquals(
+                         target.location,
+                         target.fileName,
+                         itemLocation,
+                         newName,
+                         platform.os
+                       ));
+                     exists = storeHas || diskHas || batchHas;
                      count++;
                  }
                  if (exists) {
@@ -1201,7 +1238,7 @@ export const AddDownloadsModal = () => {
             {metadataSummaryMessage(parsedItems)}
           </div>
           <div className="flex gap-2.5">
-            <button onClick={() => toggleAddModal(false)} className="add-download-button add-download-button-cancel px-4 text-xs">
+            <button onClick={() => toggleAddModal(false)} disabled={isSubmitting} className="add-download-button add-download-button-cancel px-4 text-xs">
               Cancel
             </button>
             <div ref={actionMenuRef} className="relative flex gap-2.5">
diff --git a/src/utils/addDownloadMetadata.test.ts b/src/utils/addDownloadMetadata.test.ts
index 65fd851..b6d015a 100644
--- a/src/utils/addDownloadMetadata.test.ts
+++ b/src/utils/addDownloadMetadata.test.ts
@@ -125,6 +125,31 @@ describe('add download metadata workflow', () => {
     });
   });
 
+  it('replaces a stale filename when a newer handoff supplies a new one', () => {
+    const existing = row({
+      file: 'old-name.zip',
+      requestContextVersion: 1,
+      generation: 2
+    });
+
+    const refreshed = reconcileDownloadRows(
+      existing.sourceUrl,
+      [existing],
+      undefined,
+      new Set(),
+      () => 'unused',
+      { [existing.sourceUrl]: 'new-name.zip' },
+      { [existing.sourceUrl]: 2 }
+    );
+
+    expect(refreshed[0]).toMatchObject({
+      file: 'new-name.zip',
+      status: 'loading',
+      generation: 3,
+      requestContextVersion: 2
+    });
+  });
+
   it('appends every unseen handoff after the observed version', () => {
     const merged = appendRequestUrlsAfterVersion(
       'https://existing.example/file.zip',
diff --git a/src/utils/addDownloadMetadata.ts b/src/utils/addDownloadMetadata.ts
index 3f824f7..9f0793b 100644
--- a/src/utils/addDownloadMetadata.ts
+++ b/src/utils/addDownloadMetadata.ts
@@ -88,8 +88,12 @@ export const reconcileDownloadRows = (
       const contextChanged = requestContextVersion !== undefined
         && requestContextVersion !== preserved.requestContextVersion;
       if ((forcedMedia && !preserved.isMedia) || contextChanged) {
+        const requestedFilename = requestFilenames[input.sourceUrl];
         return {
           ...preserved,
+          file: contextChanged
+            ? canonicalizeDownloadFileName(requestedFilename || fileNameFromUrl(input.sourceUrl))
+            : preserved.file,
           status: 'loading',
           generation: preserved.generation + 1,
           requestContextVersion,