Slam your back foot down on the tail of your skateboard as hard as you can. At that moment, you want to also jump into the air, off of your back foot. This part is key and takes practice. The trick is in getting your timing right. You want to slap the skateboard’s tail down, and as it hits the ground, jump off of that foot into the air. Make sure to pull that back foot high into the air. It's a quick, snapping motion.
My problem is that my board always lands crooked when I Ollie. The worst thing is that I even tell myself to “keep your shoulders straight” while I’m doing the Ollie and I still land crooked. I think it’s just hard for people to grasp the simple fact that everything on a skateboard has to be done horizontally which is odd because people don’t walk sideways. We walk straight. Like roller blading for example…. it’s easier for me to roller blade because I’m used to walking and running obviously except with a skateboard everything is as if you were hopping over a fence sideways. Skateboarding is tough.
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