When I was learning these a couple of years ago, I got some great advice (in addition to the advice posted above about landing on your 'toes' as opposed to your heels) from Thane Dogg.
This is what works for me. Jump the wake as normal, as you hit the peak (or even later), let go with your lead hand and bring the handle to your rear hip. The key is 'where' on the hip. Pretend like the handle is a 'revolver' and you are trying to slam it into a holster on the side of your leg. To do this, obviously you will need to rotate the handle down by 90 or so degrees.
When I focused on really cranking that handle down past my hip, I started sticking them. When I do them now, that motion is no longer present, but as a learning tool it works great.