Quick update - asleep by 7.10, NW 4.10-4.50. Didn't give DF meds as didn't wake up but gave when DS woke. I just laid on his floor and reassured and then when he laid down/SS I left him to it. He then slept til 6.
I liked this approach so much better as so much less stressful for me.
One question though - if he wakes say after 5 I am pretty sure he will not SS before 6. Should we give up at that point and start the day at 6? What do I do about nap and bedtime after such an early start? To date I have always persevered to get some additional sleep but in this scenario this may not happen.