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The Test Now! button is lightweight and can't handle everything. In the develop menu, back in the main HL, make sure enable data file debugging is turned on, and then you can use quick-reload from that menu.
If that's not it, there may also be some extra steps I'm not remembering - it's been years since I've worked with VMCs and I'll need time to study them, and this week's not great for that.
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