It's not clear on your EASY how long he napped each time, when you post could you try to make a note of when he goes to sleep, when he wakes, what you do to resettle and if he goes back to sleep what time it is and waking time again.
I did W2S the last two days and it didn't seem to go great. The first day, he didn't nap well and ended up super overtired by the evening but today was better than yesterday. Below is my EASY with lots of details. For all initial times he fell asleep, I got him quite drowsy doing a wind down and then finished getting him asleep in his crib using shush pat except for the one time which I noted. When he wakes enough during nap to open his eyes, I give him his pacifier and continue shush pat and he usually settles and closes his eyes pretty much immediately. I didn't mark when he fell back asleep since it's pretty much immediately or not at all. I try not to let him sleep with his pacifier in so I wait for it to fall out or I pull it out when he stops sucking on it and reinsert in if he stirs and roots for it again. I keep trying this until he stays sleeping without the pacifier. This is what I did to get him back to sleep whenever he woke during a nap unless otherwise noted.
Day 1:
7:20 WU
7:45 E
9:07 S (at 9:40 turned on side and patted for W2S, woke at 9:55, 10:00, 10:08 and 10:18, I stopped patting at 10:21)
10:24 A
10:30 E (he didn't eat much at 7:45 so I thought he might be hungry but he still didn't eat much so I probably should have waited until 3.5 hours or until I saw feeding cues)
12:18 S (woke at 12:48 right as I was going in to start W2S, I did shush pat and continued after he was asleep, he woke at 1:13, 1:27, I stopped patting at 1:30)
1:40 A
1:45 E
3:35 S (this was a bit later than usual because I ran an errand and it took a bit longer than I thought it would, he was super happy during wind down but then kind of melted down, woke at 3:49 and I used shush pat to get him back to sleep, started patting for W2S at 4:07 and he woke up when I turned him on his side to pat him, I continued shush pat with a pacifier but he never went back to sleep, by 4:35 I gave up)
4:40 E
5:55 S (I started wind down earlier for this sleep because he was rubbing eyes and the last nap was short but then he was super hard to settle and get to sleep, I had to pick him back up several times because he got really worked up in crib during shush pat, woke at 6:05 and did shush pat to get to sleep
6:30 A
7:40 E
8:00 S (dream feed and lots of wakings at night but i'm not typing them up since we're focusing on naps)
Day 2:
8:00 WU (he woke at 6:15am and I told my husband he could feed him which he took as it was optional to feed him
He couldn't get him back asleep so he was awake until 7:09 when he finally fed him and then he fell back asleep. This kind of made the first E time weird)
9:00 tried to get to E but he wouldn't eat anything
9:48 S (started patting at 10:20 for W2S, woke at 10:24 and 10:48, stopped patting at 10:55)
11:11 A
11:15 E
1:00 S (started patting at 1:32 for W2S, woke at 1:34, 1:43, 1:47, 1:49 (this wake-up was when pacifier fell out), stopped patting at 1:54 (I got a call from our pediatrician so I stopped earlier than I would have), woke at 2:04, 2:10, 2:12, 2:13 (pacifier fell out) 2:17 stopped patting but pacifier was still in because my many attempts didn't get it out, 2:21 pacifier fell out,
2:31 A
2:38 E (a bit early but he was hungry crying
4:16 S (4:46 went in to do W2S, he woke up at 4:56 and shush pat didn't work so I eventually picked him up and bounced him to sleep because he was super tired and then held him, he slept restlessly in my arms and needed the pacifier reinserted several times and for me to stand up and walk around or bounce him. He usually sleeps better in my arms than this)
5:50 E (he woke up on his own)
7:40 E (was just going to top off but he was still hungry so ended up taking a full bottle...I think he might be going through a growth spurt because he ate a lot today and was a lot hungrier than normal)
~8:00 S (He was getting sleepy eating so I was trying to keep him awake but he fell asleep. I then tried to wake him up after but he was completely out and limp)
I was encouraged that he had two longer naps in his crib today but he just wakes up so much during his naps even with me patting him. We'll see if tomorrow is any better. I'm up for advice from anyone that has any. Thanks to anyone that persevered to make it through my detailed EASY for the last two days.