VLC 2.2.8 is the latest working version for a 32-bit Intel Snow Leopard machine that I know of. However, it does not support MIDI. This was historically done using a FluidSynth plugin starting with versions 1.1.6 and 1.1.7 up to and including 2.0.10, which should work fine on Leopard. Supposedly, the FluidSynth plugin was removed due to "security issues" at around the year 2013 (v2.1.0), or at least from what I have seen on a few forums, but I also found this... https://code.videolan.org/videolan/vlc/-/issues/10014 "fluidsynth is missing on osx because of contribs build failure" ------------------------------------------------------------------------ If you run v2.0.10, setup the SoundFont location in VLC's FluidSynth settings, and then run v2.2.8 at some point later, you will have to re-setup the SF2 file-location again. Adding the FluidSynth plugin file from inside v2.0.10 to v2.2.8 will NOT enabled MIDI playback. Upon playing a MIDI using VLC 2.0.10 for the first time, you may get an error regarding both a SoundFont location missing as well as not supporting MIDI; ignore the not supporting MIDI warning; it is nonsense but perhaps a omen for the next release (v2.1.0). ------------------------------------------------------------------------ QuickTime v7 will play MIDI but it does not have a way to make a playlist for them. If MIDI playback with a playlist is important to you, you may want to also consider Timidity++ https://archive.org/details/timidityplusplus-x86-leopard ------------------------------------------------------------------------ VLC 2.2.8 will play WEBM (VP9) files just fine but v2.0.10 will not.