Quicken 2000 was built on the old Windows 32bit installation architecture, so it can not be installed using the normal install process in Windows 10 64 bit or in compatibility mode, but it CAN still be installed in Windows 10 64 bit.
Quicken 2014 worked with 8.1, but will not load with windows 10. Double click and get rotating symbol for several seconds then nothing. So far no problems with any other apps.