Guess I'll kick off ... I'm a British expat living in Asia & I'm constantly challenged with contrasty situations.
It's no surprise then that I've chosen to use the quadkite piccie. Here's my work flow & rationale and I'd love for any one to contribute to the discussion - its half the fun after all.

I started with the wizard, then had a go manually.
The black point was easy I hazarded a guess instinctively>looked for the 'island' as Mike>confirmed it by sliding the walls of the curves grid to see the threshold levels.
The neutral was confusing - I went for under the bike as I know the seat has grey on it (just like mine)>then I moved the neutral point around & watched the curves dialogue, when it hit the the centre of the line in the curves grid I set it on the arm (which was a surprise to me).
I've no idea with the highlight point. I went to the spectacular bits for ages until I realised that Mike had warned us against this! Again I dragged the walls of the curves dialogue box to give me a clue. I also tried to look at the numbers and avoid the 245-255 white point area.
After all this - I played around to see how I would deal globally with this piccie and didn't find any solution.
I'm sure this doesn't make any sense at all - but it will give you some thing to laugh about as you think of me sweating over it in Asia whilst its probably snowing else where!
Over and out