IO540 - leaving Singapore ......... I agree with all your points, I guess I owe you a better explanation, just trying to illustrate a point.
New co-pilot, under training, new gadget even to me ( INS/PMS pre. GPS but similar logic for the user ) SID cancelled by ATC, 'go to' somewhere unfamiliar - just a Lat. and Long. in fact, black night, I started turning towards the Antipodes and asked him to enter the new waypoint - manually, none of this computer pre-programmed stuff, still getting safely airborne, climb power, flaps 20 etc. and he made a complete horlicks of it.
At top of climb I explained that I wasn't upset at his INS cock-up, learning curve etc. but asking for a heading of 310 was inexcusable. Get the big picture first.
Old navigator instructor once told me to stop trying to do a maths exam in a rattling steel cabinet, to pretend I was sitting on the tail driving the thing over a map - big picture.
Not many GPWS triggers around Singapore - until you hit the water !
Cheers.