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@trivalee Thank you! I figured as much. I've been trying to stretch the wake windows but he gets pretty fussy. I guess I just have to distract him!

After a very unexpected successful and painless 3 to 2 nap transition and almost 2 weeks of the 2 nap schedule my LO has started to wake up after 40 mins into a nap. I rescue every nap now. He used to have 2 x 1.5 hr - 1.75 hr naps. I usually plan about 3-3h20m of nap time. I switched to 2 naps...