Time to sleep train my spoiled contact sleeper. Please help!

1-2 years old

My almost 15 month old has never been sleep trained. To make a long story short, I almost died giving birth to her and she’s my first and will be my only due to medical complications. So needless to say, I have been loving the contact naps and cuddly mornings. At night I (sometimes my husband) cuddle her to sleep around 8:30 and put her in the pack and play where she sleeps for at least part of the night. When she fusses, I pick her up and cuddle her and she falls right back to sleep. She wakes up around 6 for a bottle and then goes back to sleep until around 8. She is (recently) down to one nap which is about 1pm and typically for 1.5 to 2 hours. So her 2 wake windows are about 5-6 hours each.

I realize she is a very spoiled sleeper which I take complete responsibility for and I’m nervous that this transition will be awful. Has anyone been in a similar situation that can offer me advice or share tips that worked for them? Also wondering if I should start with just overnights or would it be best to rip the bandaid off and sleep train her nap at the same time?

Oh! Would like to add that this transition is also moving her from our bedroom to her own room. We do play in there quite a bit so she’s familiar with it and comfortable in there. She’s just never slept in there.

Any advice is greatly appreciated!

Posted Dec 4, 2025, 9:43 PM UTC

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