I found that my problem was unclear instruction about the timing between jumping and popping. One day when I was watching a slowmo ollie video though, I noticed that the skateboarder already was beginning to jump (at least his body was already going in an upward motion) before snapping the board off the ground. That was a critical change I needed to make in order to get it working. I had been trying to pop the board while all my weight was still pushing down on it (kind of an obvious mistake, but I somehow overlooked this). Hope this helps somebody.

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Hey, welcome to the blog! My name is Billy and I've been a skateboarder now for over a decade. I know how hard it can be when learning new tricks. That’s why I decided to put up this site – to help beginner skaters find success. If you want to learn how to land skateboard tricks that will shock and amaze your friends, you've come to the right place. Bookmark this blog and come back often to learn how you can skateboard like a pro.
Jump – Ah yes, finally, we have reached the move itself. Basically, you have to do about twelve different things all at once to execute a successful ollie-pop: lift your front foot, press down with your back foot, angle your front ankle,  and jump. Lift the front foot off the ground first, and then move your back foot. This whole process is easier if you’re actually moving forward – since you don’t have to fight for balance – but it can be done while you’re standing still as well.
The problem with wheel bite is that it tends to stop the motion of the wheels. This can result not only in a bad wipeout for the rider but also damage to the wheels. With the help of the riser pads, it is easier for you to preserve the deck of your skateboard since these pads can reduce the tendency of having stress cracks on where the trucks and deck meet.
Ollie 180: an Ollie where the skateboarder and the skateboard spins 180 degrees after leaving the ground. Both the skateboarder and the skateboard rotate in the same direction (Frontside or Backside) with the skateboarder's feet sticking to the skateboard. This trick is usually referred to as a frontside or backside 180, or less frequently and more popular with older skateboarders and/or when performed on a bank/quarterpipe, a frontside / backside ollie
Mini Cruisers have exploded in popularity in recent years. These short and skinny boards are may not have the versatility of a standard skateboard, allowing for a full range of tricks and travel. However, these compact boards are ideal for urban and college living where space for storage and riding are both minimal. If you want to ride a mini-cruiser, but you hate the plastic decks or you want to build your own, check out the Bamboo Skateboard mini cruiser deck.
The Fakie is almost the same thing as a regular ollie-pop, but instead of going forward, the skater is going backwards when they pop the board up in the air, usually performed when you’re in a switch stance. A switch stance is when your feet are in the opposite stance of how you normally would stand, like when you write with your left hand instead of your right (if you’re right-handed).
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