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!
Hey Isak I’m a 46 year old Street Skateboarder recently started Skateboarding a few months back I’m trying to get my Ollies down I’ve stopped Skating for the last couple of weeks because I was getting frustrated with not getting my Ollies I was in a funk confidence slightly knocked so I’m thinking of going Street Skating all day tomorrow and not caring about what others think it’s all in my mind I know I can do this but may mind says I’m going to slam I skate alone but shouldn’t make any difference I need help with motivation somebody give me a kick up the ass you are never to old to start Skateboarding help dudes?! Mark UK. 🙂
In 1982, while competing in the Rusty Harris contest in Whittier, California, Rodney Mullen debuted an ollie on flat ground, which he had adapted from Gelfand's vertical version by combining the motions of some of his existing tricks. Mullen used a "see-saw" motion, striking the tail of the board on the ground to lift the nose, and using the front foot to level the board in mid-air.[2] While Mullen was not initially impressed with his flat ground ollie, and did not formally name it, he realized it opened up a second, elevated plane on which to perform tricks.[citation needed]
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.
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!

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Position your front foot near the middle and your back foot on the tail – The best position is for the ball of your back foot to be slightly hanging off, and the front foot more towards the middle. The position of the front foot can change, however, depending on how much air you want to get: if you’re planning on doing a monster jump, move the front foot closer to the back; if you’re just hopping a little bit, move it closer to the front of the board itself. Beware though, the closer you move it towards the back foot, the harder the trick is to perform.
Hey guys. I’m having a real problem with shifting my ollies. I’ve taken videos of myself in slow-mo and asked people to tell me of my shoulders rotate. They said that they stay where they are. My board always turns whenever I ollie, up to 90 degree turns. I think it might be the way I slide my foot. I’ve noticed that it may circle behind me a bit. And I’ve tried to correct it but just can’t. Any help?

I’ve been skating for about 3-4 years, I can kickflip, pop shuv it, front shuv, 180 and almost heelflips. I can ollie and used to be very good at them and could get them clean, but when I started practicing kickflips, it made my slide all weird. I can still ollie ( though it’s not as clean) but now when I ollie I slide with my pinky toe and that region, instead of the side of my foot. How can I fix my slide? When I try practicing sliding with the side of my foot, it doesnt feel like I can turn my foot that far towards the board and when I do it slowly to see what im doing, i still slide with my toes.Thank you.
Skateboarding started in California in the 1950s.[2] The first skateboards were made from roller skates (attached to a board).[3] Skateboarding gained in popularity because of surfing; in fact, skateboarding was initially referred to as "sidewalk surfing". Initially, skateboards were handmade from wooden boxes and planks by individuals. As the sport became more popular, companies started manufacturing skateboards. Boards are also continuing to evolve as companies try to make them lighter and stronger or improve their performance.
In the case that you didn't gave up after a hundred over tries, you'll start to develop a reaction to landing it. After a few hundred more tries, you'll feel you are getting off the ground and getting little air. And once you reach the thousandth try, you'll already be doing it whilst rolling and the next thousandth tries will be spent on clearing small cracks n obstacles and working towards ollieng up bigger obstacles n up ledges.
The official record for the highest flat-ground ollie is 45′ (114.3cm) by Aldrin Garcia during the “Maloof High Ollie Challenge,” held on the 15th of February, 2011. You can watch the movie here. However, a groundbreaking moment in the lore of the ollie will always belong to Danny Wainwright’s ex record of 44.5′ (113.03cm, ELEMENT-HIGHEST OLLIE CONTEST Feb.6th,2000.) Reese Forbes, a competitor of Danny’s in this contest, was also well-known as a master of the ollie.

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