diff --git a/Conductor/Client/Authentication/TokenHandler.cs b/Conductor/Client/Authentication/TokenHandler.cs
index f0579e1..e743e29 100644
--- a/Conductor/Client/Authentication/TokenHandler.cs
+++ b/Conductor/Client/Authentication/TokenHandler.cs
@@ -62,7 +62,15 @@ private string GetTokenFromServer(OrkesAuthenticationSettings authenticationSett
             {
                 try
                 {
-                    return tokenClient.GenerateToken(tokenRequest)._token;
+                    var token = tokenClient.GenerateToken(tokenRequest);
+                    return token._token;
+                }
+                catch (ApiException e)
+                {
+                    if (e.ErrorCode == 405 || e.ErrorCode == 404)
+                    {
+                        throw new Exception($"Error while getting authentication token. Is the config BasePath correct? {tokenClient.Configuration.BasePath}");
+                    }
                 }
                 catch (Exception e)
                 {