How did you know it was time to cut the nap?

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So my two year old fights naps hardcore on occasion, so after an hour of struggling I just let him get up and play.

The days he doesnt nap there is no sign of unusual crankiness and he sleeps only waking up one or twice during the night, and falls asleep faster. When he does nap he wakes frequently (I really dont know if that's just coincidence though) and takes forever to fall asleep. His bedtime is 7:30 and he wakes at 5:30-6:30 depending on the day. He usually naps at 11-11:30 for like an hour. Advice? He turned two in July. Thanks!