@Marcel_Gramalla I am referring specifically to the browser-based behavior. In all the years I've worked with Check Point, not once have I seen the UserCheck Client being deployed in the organizations strictly for Content Awareness. Check Point DLP is also not that widely implemented. I have considered including UserCheck Client stipulation in the statement, but have decided against it. From administrators point of view, when working on rules, it is not listed as prerequisite, creating false sense of the expected behavior vs. best-effort possibility.
Considering that there may be clients other than Windows, we are talking about Captive Portal and AD membership in order to ensure user interaction.