Naps: completely led by him. He transitioned to one nap a little later than normal at 18 months. At almost 28 months old, he still takes one 2-3 hour nap each day with no fight. I have no plans to mess with that.
Bottles: We ditched bottles when he self-weaned from the breast around 19 months. He never put up a fight transitioning to only sippys or regular cups. I think as long as he still got to drink some milk, he was happy. Now when he sees a bottle,
he says they are for babies.
Bed: We're making the transition in a couple of weeks (when his bedsheets arrive) from crib to a twin mattress on the floor. We're doing the mattress on the floor because he moves a ton when he sleeps. We have a toddler bed that my mom bought
us, but we've decided to just do the twin bed. Once he's good at sleeping in it, and not rolling out, we'll bring in the actual bed too.