Hi Emily - welcome to the 2-1! I wonder if he is in a bit of an UT/OT loop. Looks like his A times are increasing as he isn't settling to sleep until 10.45, and his PM nap is getting shorter. This could be leading to him being a little OT by BT leading to NW, OR the NW & EW could themselves be due to him needing some extra A. So it may be time to cut his AM nap back a little further - how about trying a 30min AM nap? You could maybe start it at 10.30 as you do now, or 10.45 if you feel he is consistently needing that extra 15mins A time. His 2nd A time after a 40-50min nap is around 3.5hrs right? Maybe try shortening that to 3hrs max & see what you get for your PM nap. He should ideally sleep a little longer, meaning he can handle the A to BT without getting OT. So something like:
Wake: 7:30
Nap: 10:45 - 11:15
Nap: 2:15 - 3:45/4pm
BT: 7:30 - 8
What do you think?
Ladies - we did 1 nap days for the last 3 days & last night DS woke crying at 10pm ish & then woke at 5.38am this morning, chattered til 5.55am, back to sleep til 6.30am when he was up for the day. I don't know why we are suddenly getting wakeups in the early morning again - any thoughts??? Its happened twice in the last 3 days. I don't mind so much as he is going back to sleep at least, but since our EW improved he hasn't been doing this until now. Could it be OT from his 1 nap days OT???
This morning he had huge big bags under his eyes & was constantly raspberry blowing, again. By 9.30am he looked really tired - started to lose coordination & kept burying his head into my leg, but he was playing happily. So I wasn't sure if he was quite tired enough or already past the point & OT. Decided there & then to do a 2 nap day:
NW: 5.38 - 5.55am (chattered for a while)
Wake: 6.30am
Nap: 9.55 - 10.30 (PD at 9.35am - after 10mins went quiet, then suddenly revved up again chatting & shouting & playing. He woke up himself after 35mins happy & chatty - UT

)
Nap: 2.00 - 3.15 (PD at 1.30pm. chattered/fussed til 2pm. Woke after 40mins crying/fussing, back to sleep. Woke up himself after 1h 15)
BT: 7.00pm
So he did 3.5hrs A after a 35min nap today. And only slept 1.25hrs. To me that seems crazy. I'm not sure if he was just OT from him short napping this AM, but then if he was really all that shattered he'd have fallen asleep in the car on the way home from our outing, right???
Anyhow he played happily all afternoon, BT at usual time & he settled to sleep ok. But has just woken crying 1hr after he fell asleep.

So.... I'm now feeling a bit lost as to whether O was OT this morning from doing 3x 1 nap days & the AM nap was OT, as was the PM nap, OR if he was actually UT for the AM nap & so this led to OT later in the day. I need to figure this out b/c I am not sure if he's just trying to tell us he wants to be on 1 nap for good. When we PD for his AM nap & he was shouting away, we both agreed that although he looked tired, it didn't
sound like he was tired up there. So 3.5hrs AM A time is likely too short (unless of course I'm totally wrong & he was OT). However, I DO think 5hrs A is just too much for him at the moment & this may be why we are getting the crying after BT all of a sudden.
Trouble is, there's nowhere else to go is there? He will usually settle reasonably well after 4hrs A, but its not a long enough A time for us to do a 1 nap day. If we do long AM nap after 4hrs A he'll likely refuse a PM nap & be OT at BT (already tried & tested

). And there's not enough time in a 12hr day to do short AM/long PM with a 4hr 1st A time - is there

So it seems there really is no option but 1 nap left

What do you all think?
I think I am struggling with it b/c we still have a bit of an early start - 6.30am is typical for O these days (never thought I would say that LOL!!!

) . I think his ideal AM A time for a 1 nap day is 4.75hrs, as so far this has given the longest nap. So this would be nap starting at 11.15am. If he sleeps 2-2.5hrs, nap will finish 1.15 - 1.45pm. If we do a 1 nap day he tends to sleep 11.5hrs overnight (if we are lucky) so I'd need to keep BT at 7pm in order to preserve our 6.30am WU. But this makes his A time to BT 5.25-5.75hrs which I'm worried is a little too long - what do you think??? Should I be doing an earlier BT of say 6.30pm??? Am just worried about our WU creeping earlier again - its taken sooo long to get where we are, plus every time I look at O I see his huge bags under his eyes & can't help but feel he is utterly tired out. Maybe cause he's had so many months of no routine/ chopping & changing. I really need to give him some consistency now.