The skater can gain greater clearance from the ground by jumping higher, popping faster, sliding the front foot farther forwards (starting the jump with the front foot farther back), and pulling the legs higher into the chest to raise the feet higher. Skaters attempting record-setting ollies even contort the legs so that board and feet are not directly below them, allowing the board to rise at or just below the level of the pelvis.
Any serious skateboarder will tell you that the ollie is the most fundamental skateboard trick. In fact, it's probably the first trick that you'll learn on your skateboard. They’re great for getting over obstacles, moving around on your board, or just looking cool. Know the right way to move your feet on the board and with a little bit of practice, you can learn to pull off the perfect ollie.
Before learning it, do have your riding basics down. Meaning you are very comfortable riding it around and doing kickturns and not be pushing mongo. Best to learn it whilst stationary with your wheels on a crack so that you don't move and slip out so much. I don't recommend doing it on grass or carpet cos when you pop the tail, it's gonna be absorbed by the floor and when you start doing it on pavement, your muscles will memorize a different way of doing it. So nope, no easy way out i guess.
No I don’t believe that. You have to feel your board with your toes and feel the shape that the board Under the bottom of your feet and then master the pop with this newly formed connection. Faster faster and more guts are needed. When you are going as fast as you can go and can Ollie perfectly with complete consistency you’ll Ollie everywhere even in the cold cold winter.

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.

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