Here is my scenario -
Windows 2008 R2 Server, running application through RDP Session.
I logged in, installed, and launched the application from Eastern US Time. If I launch it with the time zone set to Central US Time, I get a message that “Your eight hour trial of SketchUp Pro 2014 has expired.” If I go back and launch it with the time zone set as Eastern US Time, it works perfectly fine. Interesting that this isn’t accounted for.