For the settling in the crib, it was a bedside one so I sat by him and did shh pat. We got to self settling and then he got mobile and the crib wasn't safe any more. Argh! So I had to change everything.
I tried bouncing him to sleep (on my yoga ball) when I was figuring things out, but that meant I had to hold him tightly and he objected to that. Singing and having him on my lap is way better and if he goes to sleep this way, he sleeps well and often sleeps through.
I'm wondering if the feeding is too close to his sleep, and is disrupting him. Could you feed, then go upstairs for a little play before his nap? Only five minutes, but just to put that break in between.