When to start drowsy but awake?

with my first, i started at 3 months. we basically contact napped and nursed to sleep up until then. i did it at the start of the night (nursed to sleep the rest of the times). for us, it involved a lot of “shhh-ing” and me creeping in and out of the room. if she cried i picked her up to soothe her. eventually she got the hang of it. i don’t think this works for every baby and family though. you do what works!