How to raise your hula hoop from your waist above your head.
First start hooping and if you are hooping CW, then use your Left hand and stick it behind your back with your palm facing out. As soon as you feel the hoop roll over your hand, bring your arm into the air, leading with your elbow and try to bring your arm straight up. If you are getting all twisted and your arm is ending up on your right side, then try turning your body the same direction the hoop is going as you lift. Practice practice practice.