We've done it plenty of times (as well as wakeskating). If he doesn't have a proper ski hook, you can use the hook that's used when strapping the ski to the trailer (as long as the hook is above the water). If he doesn't have one of those, or if the hook is below the water line, you might be stuck without adding some kind of pylon. REMEMBER if it's a two person jetski, you can only have a rider and a driver. You can not have a rider, passenger, and a driver. The game warden (or whatever water-police you have) will pull you over. Also remember you need to have mirrors on your ski. If you don't have two, I believe you need to have one that's 4" by 6". Hope that helps.
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