@Tanya oh good idea! Thanks for that. I have a feeling I’m too far gone but I will give it a go!
I feed my 3 month old baby then transfer to cot. I did the same with my daughter then transferred her to cot. Now we just cuddle to sleep (she’s 2 and a half now) and then I transfer. There’s nothing wrong with it if you’re ok with it :-) I always found boob the easiest way to resettle them when they wake in the night. My daughter started sleeping through the night ages ago way before I stopped feeding to sleep x
So, you could look into sleep training at 4 months+. Otherwise the gentlest way I've read about which you could start now is gradually breaking the latch earlier and earlier until he can fall asleep just being held. If he gets upset pop him back on then try again. Then when he can do this switch to settling him in his crib with patting/shushing/singing etc, and gradually withdraw this support. Eventually he should be able to fall asleep in his crib by himself.