sleep routine help !

my oldest who is 5 slept all night so it was pretty easy to sleep train at 6 months.

my 5 month old is a completely different story. he was sleeping 8/8:30pm and would wake up twice before getting up for good at 9am

he naps whenever he wants but i’ve noticed abit of a routine of morning, mid afternoon and evening nap. i also noticed if he falls asleep anytime after 6pm bedtime is a shit show.

lately he’ll fall asleep at 8pm sleep for about an hour then wake up and scream until midnight before finally falling asleep. sometimes he’ll get up every 2 hours and sometimes he’ll sleep through the night. but he’s been teething 4 teeth at once so i’ve chalked it up to that.

it’s been 5 years and i forgot how to sleep train :( i did the cry it out method with my oldest but the longest he’d cry is 10 mins.

how do i set up a better nighttime and nap routine ? how does it work for you mommas when you go out ? i need advice 😅