Chris - I'm planning to mess around with this over the next couple of days. If you can share the sysx messages you tried that failed I'll give those a try along with some others that I was planning to show.

** Fair Warning ** - At this point, we are only planning to demo sending sysx vie Logic Pro from a Mac. I have not had the time to research the two controllers we have to see what they can/can't send. We spend about 152% of our time working via a DAW.

Yes, I'll be starting a new thread on this topic and will copy this conversation over there but I had your comment saved and wanted to reach out to you to get started with what I've tested and what you are having issues with.
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Curt
https://immusic.co
MIDI, Music and Keyboard Fun!