diff --git a/internal/cli/universal_login_customize.go b/internal/cli/universal_login_customize.go
index 78b741287..2b2a8c529 100644
--- a/internal/cli/universal_login_customize.go
+++ b/internal/cli/universal_login_customize.go
@@ -25,6 +25,7 @@ const (
 	loadBrandingMessageType = "LOAD_BRANDING"
 	fetchPromptMessageType  = "FETCH_PROMPT"
 	saveBrandingMessageType = "SAVE_BRANDING"
+	errorMessageType        = "ERROR"
 )
 
 type (
@@ -342,16 +343,21 @@ func (h *webSocketHandler) ServeHTTP(w http.ResponseWriter, r *http.Request) {
 
 	connection, err := upgrader.Upgrade(w, r, nil)
 	if err != nil {
-		h.display.Errorf("failed to upgrade the connection to the WebSocket protocol: %v", err)
+		h.display.Errorf("Failed to upgrade the connection to the WebSocket protocol: %v", err)
+		h.display.Warnf("Try restarting the command.")
 		h.shutdown()
 		return
 	}
+	defer func() {
+		_ = connection.Close()
+	}()
 
 	connection.SetReadLimit(1e+6) // 1 MB.
 
 	payload, err := json.Marshal(&h.brandingData)
 	if err != nil {
-		h.display.Errorf("failed to encode the branding data to json: %v", err)
+		h.display.Errorf("Failed to encode the branding data to json: %v", err)
+		h.display.Warnf("Try restarting the command.")
 		h.shutdown()
 		return
 	}
@@ -362,7 +368,8 @@ func (h *webSocketHandler) ServeHTTP(w http.ResponseWriter, r *http.Request) {
 	}
 
 	if err = connection.WriteJSON(loadBrandingMsg); err != nil {
-		h.display.Errorf("failed to send branding data message: %v", err)
+		h.display.Errorf("Failed to send branding data message: %v", err)
+		h.display.Warnf("Try restarting the command.")
 		h.shutdown()
 		return
 	}
@@ -370,7 +377,13 @@ func (h *webSocketHandler) ServeHTTP(w http.ResponseWriter, r *http.Request) {
 	for {
 		var message webSocketMessage
 		if err := connection.ReadJSON(&message); err != nil {
-			h.display.Errorf("failed to read WebSocket message: %v", err)
+			if websocket.IsCloseError(err, websocket.CloseNormalClosure, websocket.CloseGoingAway) ||
+				websocket.IsUnexpectedCloseError(err, websocket.CloseAbnormalClosure) {
+				// The connection was closed.
+				break
+			}
+
+			h.display.Errorf("Failed to read WebSocket message: %v", err)
 			continue
 		}
 
@@ -378,7 +391,7 @@ func (h *webSocketHandler) ServeHTTP(w http.ResponseWriter, r *http.Request) {
 		case fetchPromptMessageType:
 			var promptToFetch promptData
 			if err := json.Unmarshal(message.Payload, &promptToFetch); err != nil {
-				h.display.Errorf("failed to unmarshal fetch prompt payload: %v", err)
+				h.display.Errorf("Failed to unmarshal fetch prompt payload: %v", err)
 				continue
 			}
 
@@ -389,7 +402,17 @@ func (h *webSocketHandler) ServeHTTP(w http.ResponseWriter, r *http.Request) {
 				promptToFetch.Language,
 			)
 			if err != nil {
-				h.display.Errorf("failed to fetch custom text for prompt: %v", err)
+				h.display.Errorf("Failed to fetch custom text for prompt: %v", err)
+
+				errorMsg := webSocketMessage{
+					Type:    errorMessageType,
+					Payload: []byte(fmt.Sprintf(`{"error":%q}`, err.Error())),
+				}
+
+				if err := connection.WriteJSON(errorMsg); err != nil {
+					h.display.Errorf("Failed to send error message: %v", err)
+				}
+
 				continue
 			}
 
@@ -406,18 +429,28 @@ func (h *webSocketHandler) ServeHTTP(w http.ResponseWriter, r *http.Request) {
 			}
 
 			if err = connection.WriteJSON(fetchPromptMsg); err != nil {
-				h.display.Errorf("failed to send prompt data message: %v", err)
+				h.display.Errorf("Failed to send prompt data message: %v", err)
 				continue
 			}
 		case saveBrandingMessageType:
 			var saveBrandingMsg universalLoginBrandingData
 			if err := json.Unmarshal(message.Payload, &saveBrandingMsg); err != nil {
-				h.display.Errorf("failed to unmarshal save branding data payload: %v", err)
+				h.display.Errorf("Failed to unmarshal save branding data payload: %v", err)
 				continue
 			}
 
 			if err := saveUniversalLoginBrandingData(r.Context(), h.api, &saveBrandingMsg); err != nil {
-				h.display.Errorf("failed to save branding data: %v", err)
+				h.display.Errorf("Failed to save branding data: %v", err)
+
+				errorMsg := webSocketMessage{
+					Type:    errorMessageType,
+					Payload: []byte(fmt.Sprintf(`{"error":%q}`, err.Error())),
+				}
+
+				if err := connection.WriteJSON(errorMsg); err != nil {
+					h.display.Errorf("Failed to send error message: %v", err)
+				}
+
 				continue
 			}
 		}