This can be tricky to figure out, so just take your time and relax. The first few times you try and ollie, it helps to not worry about this part. You will end up doing a sort of half-ollie, popping just a little in the air. Or, you might fall! But, don't worry, this is all part of learning. If you want though, you can certainly start with rolling your ankle when you try and ollie - whatever works for you! Eventually, you will need to roll and drag, and you'll figure it out. Just take your time!
After you’ve properly applied a burst of force to the tail, the top-side of your front foot’s toe should start dragging up your board almost automatically. Eventually, the higher you are able to bring your front foot during lift will determine the apex of your ollie, so work gradually towards lifting your front foot as high as your body allows. Skateboarders who record the highest ollies usually (somehow manage to!) bring their feet higher than their hips!
It is mainly because those items are guaranteed to help you familiarize yourself with the ins and outs of using them. They are a big help in making you feel comfortable when you push off with your feet while also balancing on top of the board when riding. It is not good to go for a very technical product, so it’s best to choose the mentioned types first.
Pop the board in the air – The reason you jump up into the air in the first place is because you’re slamming the back end into the ground (don’t worry, your board is made to take the abuse). It’s the same motion you would do if you were standing near the board and wanted to pop the board up into your hands, except this time, you’re standing on top of it. As soon as you feel the board pop into the ground, kick your front foot up into the air at the same time. The timing on this is important: kick too early and you won’t go anywhere, kick too late and your board will fly out from underneath you.
When looking at skateboarding’s history, the only thing that’s stayed the same is the overall structure: every board consists of four skateboard wheels, two skateboard trucks, and a riding surface of some kind. And while we’ve come a long way from the days of metal and clay wheels, some aspects of skateboarding - like the brands manufacturing some of the most trusted products - haven’t changed at all. Independent Trucks has been designing trucks since 1978. Powell Peralta, the company responsible for Powell Skateboards, Bones Wheels, Bones Bearings, and the Bones Brigade also started in 1978. NHS, Inc., the company that produces Santa Cruz Skateboards, Independent Trucks, Bronson Speed Bearings, Krux trucks, Flip Skateboards, Ricta Wheels, Mob Grip, and OJ Wheels started in 1973. It’s no wonder these brands are still doing so well - they’ve been with skateboarding since the beginning. Since the day skateboarding went from something surfers did when the waves were flat to its own sport that involves technique, practice, and careful consideration, a small handful companies have been there to help skateboarding become what it is today.
Jump – Ah yes, finally, we have reached the move itself. Basically, you have to do about twelve different things all at once to execute a successful ollie-pop: lift your front foot, press down with your back foot, angle your front ankle, and jump. Lift the front foot off the ground first, and then move your back foot. This whole process is easier if you’re actually moving forward – since you don’t have to fight for balance – but it can be done while you’re standing still as well.
In 1978, Alan Gelfand, who was given his nickname "Ollie" by Scott Goodman, learned to perform no-handed aerials in bowls and pools using a gentle raising of the nose and scooping motion to keep the board with the feet. There are numerous references to Alan Gelfand's Ollie with most notably pictures in the 1970s skateboarding magazine "Skateboarder".
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