Ha! Now you're asking something there.
Who knows what will suit your DS the best. Kara's logic is sound, to keep the first NW feed so that you know he's had a feed and doesn't need the 5am. Although at 11 months, and with a good amount of day milk plus solids (even limited) I'd say he doesn't need the night feeds at all now. I think skipping that morning milk on DH's watch shows that he can go without some of the milk and you've said this yourself.
Me, well I'd go for a GW on one then the other, because I'm just not good at cold turkey, I've always been too afraid of the consequences. It doesn't need to take long to GW maybe a few days for the 5am because there will be a feed not long later. Even the first NW feed doesn't need to take more than 7-14 days really.
So - my answer is I don't think it really matters, just choose one and get started. Try not to think about it too much and take a spare bottle or sippy with water in as a back up after the reduced milk.
The thought and planning is often more scary than the real thing xx
One rule I gave myself on a wean feed (the DF) was not to offer more than he took in any one night. ie if I usually offered 180ml but one night he only took 90ml then the next night I only offered 90ml rather than just a wean reduction of 150ml. Hope that makes sense. For me it got things moving quicker and felt reassuring that DS had taken less and still lived
