like, between 12 and 14 months (or earlier) how did you do it? and, how did you know it was time? or, did you do it because you were just sick of 2 naps?

I'm debating switching LO soon. he goes down fine with 2 naps, but on busy days he does just as fine with 1. and he's started giving me trouble at bedtime. I still snuggle him to sleep (don't judge me! I can feel it from here! ;P) and last night for example it took over an hour! usually he's out within 20 min.