Binaries (without external runtime dependencies) generally don't just "stop working" like that unless you change something significant about your system.
Ideally yes, but the world changed. There are a constant stream of updates for your OS, graphic card driver, etc which constantly break things left and right. If it affects a big software, even an outdated version) the user outcry will make sure it get fixed. But you better make sure not to rely on an unsupported 3 year old rather niche software if you plan to upgrade anytime soon.