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It's a lot easier than most people think. You start out by just going over the wake faster and faster until you're catching a little air. Then, you'll realize it's a lot easier to land it if you are coming down on the other wake. It makes for a nice, smooth landing ramp, rather than smacking down on the flat water.
Right on. I hate it if I don't make it over the wake, the landing hurts. Alot of people get nervous to clear the wake but it is a way harder landing if you don't clear it. Whenever someone clears it for the first time they realize how much easier it is.