James Haden is one of the owners of the Skateboarder community, together with Nash Gibson – his co-owner. He works as a full-time copywriter for a private company and also a true adventurer. He is an avid reader, writer, traveler, and extreme sports junkie. During his free time, he researches interesting content for their blog and continuously writes for their audience.
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You can learn to ollie while standing stationary, or while your skateboard is rolling. Ollying while standing still works the same way as while rolling, but I think rolling ollies are easier than stationary ollies. If you would like to learn to ollie with your skateboard stationary, you can place your skateboard on some carpet or grass to keep it from rolling. If you prefer to learn to ollie while your skateboard is rolling, don’t go very fast at the start. Whichever way you learn to ollie, once you feel comfortable you should try to ollie the other way as well.
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.

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    Almost no one lands an ollie on their first try.  Repetition is the most important part of learning how to ollie.  Once you learn how to do an ollie, you can try doing them while rolling.  Learning is one of the funnest parts of skateboarding.  After you learn ollies, you can move onto 180s, Pop Shove-Its, and flips.  Soon a whole world of tricks will open up.
I’m 31 and I just started skating too. I can ollie but they fluctuate a lot. I’ll do well certain day and certain day I won’t do well. It’s frustrating sometimes but I’m hooked. I go skating with my 5 year old son. He’s already practicing ollie. I think he’ll out do me soon. Man he picks up so fast like a sponge. Can’t wait till I can get all my basic tricks down so I can have more fun with them!
So the proper foot placement for the ollie is with the ball of your back foot horizontal on the tail of your skateboard.  And your front foot centered on your board right behind the front trucks.  You may find that moving your feet around in different positions are more comfortable.  This is fine,  everybody can learn how to skateboard their own way.

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. 
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