Same problem here. If Oculus Home is running, and the Xbox controller shuts off from being idle for too long, it will not turn back on until Oculus Home has been closed.
Now with OH 1.24 it is working for me, have had the problem since I bought the rift a year ago... If I keep the headset on the head I can turn xbone controller on/off/on after timeout/ many times... (still not working with headset not on the head). Anyone else with the problem that it is now working for?