I would start a little over half way out,15-20 feet. Go flat on the out side, and let the board/rope catch up, then start to drift in. As you get closer to the wake, increase your edge, load the line (keep the handle low, right at your lead hip, if you have a hard time keeping the handle in, think about moving your hips out to the handle). Bend your knees, keep your chest/hips up, shoulders back, and as you start up the wake, drive the board away from the boat. Wait to pop off the top of the wake before throwing your head (if you come up short/case the wake, it's probably because you are taking off from the bottom of the wake). I know the mechanics seem strange, but if you do it correctly, you will feel the pull from your stomach, and the board will kind of slingshot around. Try a few, and you'll get comfortable (the crashes really are not bad at all), then it's just a matter of time.
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