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just a little note, before we go overboard :)

if you're doing Track > Export Tracks > MIDI... (export to SMF), then it's explained: MIDI track volume automation is just about sending MIDI CC#7 (channel volume controller) events or messages through the plugin chain: it affects (or not) the plugin instruments audio rendering output, on playback, but it does not make any transformation to the MIDI being read, merged and exported, if that's what you've expected.

that said, you may hear the result to MIDI volume automation on playback (audio) output alright, but you won't see any effect or difference to the exported/merged MIDI files whatsoever.

maybe this is it? if it is, it's all WAD (working as designed:))
if it's not, then please, send in the .qtz!

cheers