ok girls, I may need your perspective again - we are still stuck

Have been trying W2S, but he has been beating me to it the past few days. Here was our EASY yesterday:
EW @ 4:00
Woke @ 5:15, was up and down until 6 when we got up (had 10.5 hrs sleep)
1st A = 3.5; nap 45 min (woke him)
2nd A = 3h40; nap 1.5
3rd A = 3.75 (tried for 3.5 but he took 15 extra min to settle)
- Our day was just over 13 hrs long
EW @ 4:00, shh/pat him back down in 5 min
EW @ 5:00, did shh/pat for nearly 45 min. I could tell he was trying to go to sleep - he would be quiet for a few minutes, I would think he was out, and then up and crying again. I could see this was going nowhere so I fed around 5:45; he was still trying to fall asleep and kept crying so I popped him in the swing where he was asleep for 15 min or so.
Up at 6:20 (had 10ish hrs sleep)
He is clearly tired - rubbing eyes, yawning, fussy. What I am unclear about is how long I should do shh/pat or whatever method at the EW. Do I just do it until say 6 when we start our day? Even if he never falls asleep? I have no problem continuing sleep training if I am convicted that this will solve the issue. Wendy, how again did you fix your EW problem?
Is there anything about our routine that looks off? I have been sticking to the 45 min AM nap because it's the only one that has guaranteed me a long PM nap so far. I am still torn as to whether the EW is routine or habit, or perhaps both.
Sorry for the long post....just a little confused, and a wee bit tired.