Yesterday's nap was in the crib, he only slept an hour, but it was a nice hour to myself. I showered and did my makeup.
Last night he spent the first hour in the crib, and woke up upset and then came to bed with me. Maybe if I keep trying, he will get more comfortable and sleep longer stretches.
I'm not going to force it, but I think at this point, it is worth a try.