The ollie is a fundamental trick in street skateboarding, and is used to leap onto, over, or off obstacles, or over gaps of unfriendly terrain such as grass or stairs. As so many other tricks depend on it - for example the kickflip and heelflip - the ollie is often the first trick to be learned by a new skateboarder. The ollie typically takes considerable practice to learn.
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It looks simple but yet complicated and vice versa. It takes most weeks to months to learn n some even years but a lifetime of effort to be consistent and be perfect at it and able to go higher, faster and further. It is not a feat you achieve once and it can be thrown out of the window if you want to continue to skate well. I've know skateboarders who just does ollies, boned ollies, ollie north and ollie souths, fakie ollies, switch ollies and nollies and nothing else but everytime he's popping them over 3ft height and up ledges, over gaps and down stair sets or over handrails. So no one's gonna argue on that even though he's not bustin some new fangled pressure flip late flip revert or something. He gets mad street creds for those huge ollies.
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.
Don’t get your hopes shot if it takes you a while to get this down.  Once you know how to ollie, beginner skateboarders you can do any trick in the book with just a little bit of practice.  Once you get this trick down while your stationary, go practice while moving around a little bit, try to hop off a couple of curbs.   You’ll be skateboarding like a pro in no time.  Just keep at it.
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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.
Im a girl too. And here’s the deal. Guys wont bring you down unless you make a big deal out of being a girl at a skatepark. Go to a skatepark, skate until you want to stop, rock it, and stay confident. Guys could not care less whether or not you’re a girl who skates, and thats the bottom line. You just gotta learn to ollie perfectly and you’ll get to the point where you’ll be making their confidence falter.
So with your back foot, you want to kick the tail of your board down and right when it touches the ground you jump in the air off your back foot.  This is the ‘pop’.  It takes a little bit of getting used to but most beginners don’t really understand that initially, your back foot is doing most of the work.  Then bring your knees up to your chest after the jump, the higher up you pull your knees the higher up your skateboard can go!
This can be tricky to figure out, so just take your time and relax. The first few times you try and ollie, it helps to not worry about this part. You will end up doing a sort of half-ollie, popping just a little in the air. Or, you might fall! But, don't worry, this is all part of learning. If you want though, you can certainly start with rolling your ankle when you try and ollie - whatever works for you! Eventually, you will need to roll and drag, and you'll figure it out. Just take your time!
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If you are completely new to skateboarding, consider taking a minute to read through the Skateboard Decks Section in our Buyer’s Guide will be helpful, but a good rule of thumb is: the bigger your feet, the wider your board should be. If you wear a size 9 and up, you can’t go wrong with buying an 8” board. Narrow boards are easier to flip while wider boards are more stable, but there are no hard and fast rules to skateboarding. The only way to really find out what you like is by trying new shapes, sizes, and brands. Brands like Welcome, Baker, Chocolate, Deathwish, and Element all have a wide variety of sizes, shapes, and graphics.

In 1977, skate parks began cropping up all over the place, including Skateboard USA, where Gelfand began to spend most of his time. His buddy, Scott Goodman, is the one who gave Gelfand the nickname of “Ollie” and dubbed his aerial lipside the “ollie-pop.” Pictures of Gelfand during this time period clearly show him getting airborne and performing the trick associated with his name today.
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It is mainly because those items are guaranteed to help you familiarize yourself with the ins and outs of using them. They are a big help in making you feel comfortable when you push off with your feet while also balancing on top of the board when riding. It is not good to go for a very technical product, so it’s best to choose the mentioned types first.

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