Ok well thanks everyone.
Completely coincidentally today our day pretty much ran in accordance with scruffymax's suggestion -
WU 6.17
E 6.40
S 9.35 - 10.45 Woke up at 40 mins, settled himself in a few minutes, then woke naturally at 10.45
E 11.00
S 1.35 - 3.00 Again woke up for a few mins at 40 mins, but had to wake him at 3.00 to get to DS1's carol singing (Didn't get back til later because of carols. No chance for a CN)
E 4.30
E 6.30
S 6.50
Kara, I think I probably agree that I'd rather not wake him up from a nap but I don't really see what option I have working around the school runs.
If we follow about a 3 hour A before the first nap, then 9.30 for the first nap is a good time, but to fit in another nap before I leave at 3.10, waking up following scruffymax's times would do it.
My other option is to leave him to wake up from his first nap when he wants to and have a second nap after school pick up, but reading your following comment
part of set naps is figuring out what works for your LOs natural clock
makes me nervous of this - he is generally difficult to get down for a nap after school pick-up - especially with DS1 running around!
Of course though I am instilled with the BW understanding that a nap needs to be at least 11/2 - 2 hours long to be properly restorative and scruffymax's naps will probably be 1 h20-25.
Aaaahhh...difficult to decide. Maybe if we get through tonight without an NW or too much of an EW, I might stick with 9.30-11 and 1.30 - 3 naps tomorrow...although wouldn't you know it, as it's DS1's last day at school before Christmas tomorrow he needs picking up at 2.00
I would put DS2 to sleep in his buggy and cross my fingers that he stays asleep during pick-up.
Hmmm...any hand holding out there?