Well... the toddler bed transition seems to be going smoothly (ok I haven't tried getting him to sleep there at night yet, but hey it's a transition right!). Saturday I put him down for a nap in the crib since we were having people over and I needed him to have a good nap (and an early nap), but later he took an hour nap in the toddler bed. Richard was impressed at how well he did in it.
Sunday he took both his morning and afternoon naps in the toddler bed.
It is nice now because he doesn't fuss at all when I bring him in there. He will play for a bit and then gets up on the bed and takes a nap. When he wakes up he comes into the hallway and waits for me to come to the kitchen. Sometimes he will just stand there and other times he will just start talking away until I come to get him.
Now we just need another gate so I don't have to keep moving the one that goes at the bottom of the stairs each time I put him down and get him up!