I have a few ideas and i think for clarity it is best that I lost them, pleSe do say if you want any more info about each one:
1. If he wakes, don't go to him unless he cries an "I need you cry". I think from above you might be going when he is fussing but not truely awake. I know this worked for my DD when she was a baby, but as she got older my presence became more stimulating than anything else, so I started to reassure her more from outside of the room (if she needed it) or even just leaving her to it until she actually cried. This made quite a big difference to her waking after a few nights;
2. Do you have blackouts in the room? If not, maybe consider trying blacking out the windows. If you don't want to go to the expense of blinds or curtains you could try taping tin foil over the windows to see if it makes a difference for a couple of weeks, and if it works then buy some curtains;
3. Have you read the advice re sleep training methods for a toddler either here or in the BW toddler book? I found by this stage that the best thing was to try and encourage E to stay in her cot, not to pick her up unless she was really working herself up. Shh pay may not work either. Have you read this link on WIWO/GW and the reasons why you might choose one method over another?
Walk In/Walk Out vs. The Gradual Withdrawal Method (HOW TO CHOOSE)4. 18 month sleep regression. It is possible that this is playing a part in your troubles, in which case you do need to ride it out and remind yourself that "this too will pass". We did have a difficult one with the sleep regression but found that consistency with routine and our behaviour at NWs made a real difference;
5. Choosing a "morning" time that you can live with and treating anything prior to that as a NW. So, if you think for now you'd be happy with 6am as a morning, then use your sleep training method for all wakings before that time. I know that ideally you might want an even later WU, but it's best to start with something achievable and work from that, then move it later if need be once the wakings have settled down;
6. Looking at the routine times you've posted above, it might well be that when you got that later WU he was a bit UT at nap time and BT but perhaps in taking longer to settle he then go OT and woke early again. Perhaps keep an eye and shift nap and BT later if you do get a later morning WU.
I hope some of this is helpful, let me know if you have any thoughts ((hugs))