We are sorry, but newer Windows and Mac computers can’t play the old CD-ROM games.
If you are trying to run an older CD version of the game on Windows 7 Home Edition: You will not be able to run the game. If you are running Windows 7 Pro, Enterprise, or Ultimate: you can download the Windows XP Mode and run XP programs that don't run on Win 7 here: https://www.microsoft.com/en-us/download/details.aspx?id=3702
However, they have all been re-released on Steam (for Windows only.) You can even buy them as a bundle for $20. Just look for the Classic Pack purchase. There is also the Jackbox Party Packs 1 & 5, both of which contain a You Don't Know Jack title!