This is how I learned how to ollie. Place your skateboard next to a curb, right up against it. This will help keep your board from rolling. Next, do everything that I just described, but don’t worry about what your board does. Just do it, and land up on top of the curb, on the sidewalk. Don’t stress about whether the skateboard will be there, or if you will get hurt – just go through the motions of ollying up the curb. If you do it right, the skateboard will be there. If you do it wrong, you’ll probably just land on your feet on the sidewalk. Here’s the key – just do it and expect it to work. Your body understands what you are trying to do, and the less you stress, the more it can kick in and fill in the blanks.
Pull your knees up into your chest – How far you actually want to pull your legs up is totally up to you, but the higher your feet go, the higher your board will go too. By the way, the highest recorded preferred stance ollie-pop is 45 inches, done by Aldrin Garcia, and the highest switch stance ollie-pop is 40.125 inches, by Gavin Caperton. And if you’re going for endurance rather than height, the record for most consecutive hops is held by Rob Dyrdek, who did 215 of them in a row on his TV show Rob and Big. So those give you something to shoot for.
Smile and wave – Feel free to look around at all the other people at the skatepark that stood by and marveled at your new-found accomplishments (all one of them). I’m sure by this point you’ll be picking up roses that are being thrown at your feet, and taking a well-deserved bow as they begin to chant your name. Take it all in, thank the crowd for their undying affection, and then go get a snow-cone. You deserve it, champ.