He "can" fall asleep on his own, but conditions basically have to be perfect. He never goes peacefully. At BT he generally will fuss a few times, and need re-settling, but goes to sleep. For naps it is much more difficult. I aim for one nap a day to be independent, because that is all I have time for at the moment. If I get him in the right window, he can generally get to sleep with a little fussing/shh pat.
I have been doing set A times, but I think they are too short. I was doing 1.5 A time after a short nap, and 2 hour A time after any nap 1 hour or longer (very rare). I have been trying to up him to a minimum 2 hour A time after a short nap, but not seeing much improvement. It's difficult with the feeding as well because I can't top him up before naps- he has no patience for let down unless he is really really hungry and does not comfort nurse.
I do think wake to sleep might help, but I have a noisy toddler running around so not sure if I can dedicate the time to re-settle.
I think the biggest piece is the A time. Right now he is taking 4 short naps a day. I think he is OT by the end of the day, and it sometimes impacts his nights. I guess we just gotta keep pushing through! I will try to keep pushing that A out. What do you think is an appropriate shortened A after a short nap?