Trying for the first time was hard for me too, because I was afraid I was going to kill myself. This was 10 years ago when wakeboarding wasn't what it is now and not near as many people could do inverts. Anyways, go like 19 or 20, have him hit the wake and just land on his head like he's doing a dive or something. Once he sees that it really doesn't hurt that bad he'll start trying them. After I tried once it was real easy to try again. You wreck a lot harder on spins anyways, in my opinion.
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