After spending time living in "real" cold, I've noticed that Aussies, in general, are horrendously bad at dressing in layers

Think of those poor Canadian astronomers who spent all night outside observing/imaging in -20 deg!
One trick I've learned is to start your
layering early in the night - so that they're always feeling on the slightly too warm side of things. If you're already cold, putting on a huge jacket won't do much as you'll struggle to warm it up with your body heat.
Those little chemical hand warmer packets are also great too - just pop a few inside your jacket / gloves / etc and you'll feel toasty warm