transitioning beds is hard (on me)

Robin
Little one, 10/21, has napped great in a bjorn bouncer and slept great in a rock and play. He is sizing out of both of them. For the last month whenever I've tried to put him flat in a pack and play or crib for a nap, he wakes instantly. Some nights he sleeps on me in an oversized recliner because nothing else is working.
It just takes time to transition? I cave because I don't like stressing us out at the expense of sleep.  
Anybody suggest the dock a tot ?