hi T.,
I dunno, you need to feel it out for you.
personally i never did the cry it out thing, and my kids all slept pretty well.
What i did do is at first peep, go right into their room,
I never talked, I just patted their cheeks and nosey and head.
and they drifted off to sleep
they just needed to know i was there.
And i felt, I am their mom, Its my job to make sure they get their needs met.
My oldest is 12 years old, and he crept into our bed until he was 6 years old.
my middle one is nearly 4 and he still runs into our bed
almost every night, after he falls back asleep we move him to his bed.
and my baby, 2 years old still in the crib,
wakes up once in the night. if he does I go and get him and bring him into our bed.
when he falls asleep i move him back to the crib,
I just feel I want them to know I will always be there for them, If they are scared I want them to feel relieved.
3 to 5 times a night is alot,
but I think its part of being a mom,
I wake up atleast 2 times every night,
some nights its my 12 year old, and even the dog.
I could honestly say when the 2 younger ones were babies. I got up atleast 5-6 times per night, and after they settled down i would go do a load of laundry and throw clothes in the dryer LOL
however i was lucky enough to be a SAHM, and would take naps when they were taking naps.
If it were me i would set up a play pen next to my bed, this way if he wakes up he sees you and can touch you and hold your hand,. then go back to sleep.comfortable knowing your there, and it would also make it that much easier for you to know he is ok.
Just my opinion.
M