diff --git a/js/common/web-file-transfer.js b/js/common/web-file-transfer.js
index cfedb9d4..d918e57a 100644
--- a/js/common/web-file-transfer.js
+++ b/js/common/web-file-transfer.js
@@ -89,7 +89,7 @@ class FileTransferClient {
         };
 
         if (fetchOptions.method && fetchOptions.method.toUpperCase() != 'OPTIONS') {
-            if (!this._isMethodAllowed(fetchOptions.method)) {
+            if (!await this._isMethodAllowed(fetchOptions.method)) {
                 if (fetchOptions.method.toUpperCase() == "MOVE") {
                     // This should only happen if rename is used and the user doesn't have latest version
                     console.warn("Please upgrade to the latest version of CircuitPython. Allowing MOVE for now.");
@@ -114,7 +114,7 @@ class FileTransferClient {
 
     async _isMethodAllowed(method) {
         if (this._allowedMethods) {
-            return this._allowedMethods.includes(method.toUpperCase);
+            return this._allowedMethods.includes(method.toUpperCase());
         }
 
         return false;
diff --git a/js/script.js b/js/script.js
index 6b32d719..7ae4af0e 100644
--- a/js/script.js
+++ b/js/script.js
@@ -462,6 +462,8 @@ async function loadEditor() {
 
 var editor;
 var currentTimeout = null;
+var saveRetryCount = 0;
+const MAX_SAVE_RETRIES = 3;
 
 // Save the File Contents and update the UI
 async function saveFileContents(path) {
@@ -482,8 +484,9 @@ async function saveFileContents(path) {
         if (await workflow.writeFile(path, contents, offset)) {
             setFilename(workflow.currentFilename);
             setSaved(true);
+            saveRetryCount = 0;
         } else {
-            await showMessage(`Saving file '${workflow.currentFilename} failed.`);
+            await showMessage(`Saving file '${workflow.currentFilename}' failed.`);
         }
     } catch (e) {
         console.error("write failed", e, e.stack);
@@ -491,7 +494,14 @@ async function saveFileContents(path) {
         if (currentTimeout != null) {
             clearTimeout(currentTimeout);
         }
-        currentTimeout = setTimeout(saveFileContents, 2000);
+        saveRetryCount++;
+        if (saveRetryCount < MAX_SAVE_RETRIES) {
+            console.log(`Save retry ${saveRetryCount} of ${MAX_SAVE_RETRIES}...`);
+            currentTimeout = setTimeout(saveFileContents, 2000);
+        } else {
+            saveRetryCount = 0;
+            await showMessage(`Saving file '${workflow.currentFilename}' failed after multiple attempts. Check your connection and try again.`);
+        }
     }
 }
 
@@ -535,6 +545,11 @@ async function onTextChange(update) {
 }
 
 function disconnectCallback() {
+    if (currentTimeout != null) {
+        clearTimeout(currentTimeout);
+        currentTimeout = null;
+    }
+    saveRetryCount = 0;
     updateUIConnected(false);
 }