Great idea and not impossible at all, but you need to de a few tricks to acchieve your goal. Also there is a bug in VL, “we” need to report again:
And you need to fire MIDI CC’s to remote VST Live dial songs (dial by number, or navigate by “next song”)
Or if you don’t want to wait the fix, you can generate MTC to VSTLive from 00:00:00 for all of your songs, but that might be more complicated. VL should calculate the defined MTC offset in long term.