So after updating my watch 5 pro to ui 6.0 I've noticed that now 2 nights in a row there's no sleeping data. I use it as I've used before, everything the same. It worked the first night after update, but stopped now. Really frustrating.
Sometimes just a reboot on both devices can fix issues like this. Reboot the watch by holding both side buttons in together until the watch turns off. You can also try wiping the cache partition on your watch. Look up a you tube video on how to do this.