The rider begins the ollie by crouching and jumping directly upward. As the rider begins to leap, instead of lifting the feet from the board, he/she "pops" the tail by striking it against the ground, which raises the board nose-first. Maintaining contact with the board, the rider lifts the front leg and bends the front ankle so that the outer or top side of the shoe slides towards the nose of the board. The friction between the shoe and the board's grip tape helps to guide and pull the board upward, while the rear foot only maintains slight contact with board to help guide it. When nearing the peak of the jump, the rider lifts the rear leg and pushes the front foot forward, which levels the board and keeps it in contact with the back foot.
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Land at the same time – Again, this is probably silly to repeat, but you’d be surprised to find out how many people execute a successful jump, and then throw their hands up in the air to celebrate their new-found triumph, and forget the most important part: landing. The best position for your feet to be in is as close to the trucks as possible. Don’t land too close to the nose or tail, or you could end up breaking off those the board itself. Also, remember to bend your knees to absorb the jump. Don’t want to land straight-legged: that’s how kneecaps are destroyed.
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Today, many riders use the “ollie-pop” on more than just the flat-level surfaces in between other tricks, it’s used heavily in the half-pipe and bowl ramps to allow the rider to go even higher in the air. Performing the “ollie-pop” while you’re at or near the top of the lip is a great way to get an extra couple feet, which might be all you need to get that extra turn in and nail the 720 (or 900, if you’re Tony Hawk).
It wouldn’t be until the early 1980’s however, that a man named Rodney Mullen fully developed the skateboard ollie and brought it into vogue. Competing in the Rusty Harris contest in Whittier, California in 1982, Rodney Mullen used a back and forth motion on his skateboard to strike the back end of the board on the ground and using the front end to level the board out in mid-air – all from a flat surface. The audience’s jaws collectively hit the ground.
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To get higher ollies, I would suggesting resting your back foot on the very end of the tail and the front foot in the middle of the deck to allow for more slide. Popping as hard as you can and catching your board in the groove of the nose with you ankle practically resting in the groove will level the board out in the air. after this initial movement slide you feet back to the bolts on the tail and nose to ensure a clean landing.