(There's no video for Ableton Live 4.x DEMO yet. Please contribute to MR and add a video now!)
Ableton Live 4.x is the last version to run on classic (Mac OS 9).
This is the demo version 4.1.4 and as such, there are some program limitations such as saving and number of tracks in the project.
Other versions demos are available here: https://www.ableton.com/en/articles/live-legacy-installers/
ableton_live_414_en_x.hqx (116.63 MiB / 122.29 MB)
Ableton Live v4.1.4 DEMO / BinHex'd, use Stuffit Expander
Mac OS 8.5 - Mac OS 9.2.2
Emulating this? It should run fine under: QEMU