HS Backroll.....
I land whirly's about 1 out of 3 tries, switch krypts, and some other more difficult moves. But the backroll is just tooo..... awkward for me. I'm goofed up in a lot of areas that just doesn't make sense though. I ride left foot forward wakeboarding, snowboarding and surfing, but I ride right foot forward wakeskating and skateboarding. I'm wierd I guess. Yeah, so Backrolls are my awkward trick and it's one of the most basic. I land maybe 2 out of 5 attempts. Roll to revert seems easier for me than a normal Back roll also....
I agree with Matt, whirly's transfer from the tramp to water almost perfectly.
Putz, try telling him to jump away from the boat istead of straight up to keep the tension. Slack usually means he's flattening out and loosing his edge. Good luck!
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