Stop and think about what specific techniques a program might be using to prevent the trial version to continue to run after 30 days. If it needs to phone home

Stop and think about what specific techniques a program might be using to prevent the trial version to continue to run after 30 days. If it needs to phone home to the vendor's servers each time you launch the program, then there's not much the OS can or should be able to do to get in the way of that. You can redirect traffic to your own server that's impersonating the vendor's authentication server, but they can use cryptography to defend against that kind of attack. But if it's trying to place an undeletable file on your system or something like that (eg. in your boot sector, TurboTax style) to keep track of how many times you've launched the program, then your OS absolutely should protect you from such misbehaviors.