diff --git a/gui/src/gui/login.py b/gui/src/gui/login.py
index 2ae4793..0c986d1 100644
--- a/gui/src/gui/login.py
+++ b/gui/src/gui/login.py
@@ -47,15 +47,45 @@ class GoldwardenLoginApp(Adw.Application):
         
     def on_login(self):
         email = self.email_row.get_text()
-        client_id = self.client_id_row.get_text()
-        client_secret = self.client_secret_row.get_text()
+        client_id = self.client_id_row.get_text().strip()
+        client_secret = self.client_secret_row.get_text().strip()
         server = self.server_row.get_text()
-        print("setting server to", server, "with result", goldwarden.set_server(server))
+        try:
+            goldwarden.set_server(server)
+        except:
+            print("set server failed")
+            dialog = Adw.MessageDialog.new(self.window,
+             "Failed to set server",
+             "The server you entered is invalid, please try again.",
+            )
+            dialog.add_response("ok", "Dismiss")
+            dialog.present()
+            return
+
         if client_id != "":
-            print("set client id result", goldwarden.set_client_id(client_id.strip()))
+            goldwarden.set_client_id(client_id)
         if client_secret != "":
-            print("set client secret result", goldwarden.set_client_secret(client_secret.strip()))
-        goldwarden.login_with_password(email, "")
+            goldwarden.set_client_secret(client_secret)
+
+        try:
+            goldwarden.login_with_password(email, "")
+        except Exception as e:
+            if "errorbadpassword" in str(e):
+                dialog = Adw.MessageDialog.new(self.window, "Bad Password", "The username or password you entered is incorrect.")
+                dialog.add_response("ok", "Dismiss")
+                dialog.present()
+                return
+            if "errorcaptcha" in str(e):
+                dialog = Adw.MessageDialog.new(self.window, "Unusual traffic error", "Traffic is unusual, please set up api client id and client secret.")
+                dialog.add_response("ok", "Dismiss")
+                dialog.present()
+                return
+            if "errortotp" in str(e):
+                dialog = Adw.MessageDialog.new(self.window, "TOTP Invalid", "The TOTP code you entered is invalid.")
+                dialog.add_response("ok", "Dismiss")
+                dialog.present()
+                return
+
         self.window.close()
 
 if __name__ == "__main__":
diff --git a/gui/src/services/goldwarden.py b/gui/src/services/goldwarden.py
index 527c8bb..29f6fff 100644
--- a/gui/src/services/goldwarden.py
+++ b/gui/src/services/goldwarden.py
@@ -71,7 +71,9 @@ def set_vault_url(url):
     send_authenticated_command(f"config set-vault-url {url}")
 
 def set_server(url):
-    send_authenticated_command(f"config set-server {url}")
+    result = send_authenticated_command(f"config set-server {url}")
+    if result.strip() != "Done":
+        raise Exception("Failed to set server")
 
 def get_environment():
     result = send_authenticated_command(f"config get-environment")
@@ -88,9 +90,12 @@ def set_client_secret(client_secret):
 
 def login_with_password(email, password):
     result = send_authenticated_command(f"vault login --email {email}")
-    if not "Logged in" in result:
-        return "badpass"
-    return "ok"
+    if "Login failed" in result and "username or password" in result.lower():
+        raise Exception("errorbadpassword")
+    if "Login failed" in result and ("error code 7" in result.lower() or "error code 6" in result.lower()):
+        raise Exception("errorcaptcha")
+    if "Login failed" in result and "two-factor" in result.lower():
+        raise Exception("errortotp")
 
 def login_passwordless(email):
     send_authenticated_command(f"vault login --email {email} --passwordless")