Mechanisms for handling website messages (e.g., website certificate warnings and/or errors), while combating website users ignoring such messages (sometimes referred to as “click-through syndrome”) are provided. Such mechanisms may comprise providing an interface for handling website messages (e.g., website certificate warnings and/or errors) based on a dynamic policy. In one example, such a dynamic policy may comprise: identifying a first trusted user; monitoring website access by the first trusted user; presenting the first trusted user with a first website message based upon a first access by the first trusted user to a first website; capturing a first response by the first trusted user to the first website message; and utilizing the first response of the first trusted user as a model for subsequent access to the first website.