We gave him one when we switched him to a bed at 18 months. When he was in the crib he seemed to do just fine without one so I didn't want to mess with the formula! We never bought a toddler pillow either, we just gave him one of our slightly flattened ones so it wasn't so huge and poofy for him.
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We haven't started yet either - at 22 months tomorrow. He'll move into his big boy bed just after his birthday, and get a duvet/comforter then, but we're not sure about a pillow...
Re: Poll #4 - Toddler pillows
No pillow at almost 16 months and sleeps great (nap yesterday):
Though really she sleeps with so much other stuff I wonder if it would make a ton of difference...
11 months