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!
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!
Place your back foot on the edge of the tail (this is where you will apply a burst of force to the skateboard) and prepare to exert force through the foot’s ‘big-toe-mound’ area. Place your front foot behind the front bolts. Make sure the weight bearing down on your feet, as well as the weight of your body, is generally centered over the ‘middle line’ of your skateboard.
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GREAT board. Great design graphics. The boards deck has a real POP to it that makes it GREAT for tricks and a AWESOME beginner board. Only problem is It's super slow and requires a lot of work to maintain speed or to pick up speed period. A simple $20 wheel barring upgrade will fix that and BOOM PERFECT board, PERFECT caved in deck. Only 4 stars because of the lack of speed. I prefer my boards ready out of the box already pre-upgraded, but for the price, no point in complaining. Like almost all new boards, u have to ajust the wheels and the flex of the board to customize it to your liking. You won't regret it. But order it with some "Lucky" or "Red bearings" and your set.