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.

We’re assuming if you’re trying to learn how to do an ollie, you’re probably pretty new to skateboarding. You may already know whether you’re goofy or regular footed, but if not, try taking a quick hop onto your board with the intention of rolling forward (you might want to try on carpet first so you don’t slip backwards). If you’re left foot naturally ends up towards the front of your board, you’re regular-footed. If you ended up putting your right foot first, you’re goofy-footed.
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).
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