Once I see that first yawn we head into Quinn's room, I wrap him up in the swaddle, give him the pacifier, and we rock until his eyes get heavy. When I put him down he generally appears to be sleeping. Within 5 minutes though, he is trying to kick out of the swaddle and spits his pacifier out. Usually after 20 minutes he will be calm and on the verge of sleeping again. This is the do or die moment - either he will actually go to sleep or I know it will take another 20-40 minutes as we repeat the cycle.
The swaddle thing is a bit tricky with Quinn - if he's not swaddled there is no settling him with his arms and legs all over the place. But he fights the swaddle so much that I think it might keep him up as well.
I'll try feeding him a bit if he doesn't settle after 45 minutes. I just don't want to turn him into a snacker! Did you ever have any trouble with that with Theo?