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I'm almost done assembling my 1500 point ork list and I'm about ready to move on to painting.
How long should a coat be left to dry before painting over it? How about a simpler highlight?

On a related note, how long should I wait when using greenstuff for it to be hard enought to hold its shape but still felxible enough to be wrap/bend/twisted (like handwrappings on a weapon handle, rope, etc.)

For paint: Depends on how much you have thinned them and ambient temperatures. Varies from an hour or so to overnight.
For GS: Depends on the mix - you can vary the component mix to give different properties and this will also effect the curing time. 1 hour should be adequate for it to firm up (but it also depends on ambient temperatures (the warmer it is, the faster it will cure. The material itself is EXOTHERMIC, but a warmer temperature WILL accelerate this).