Learn how to ollie off of a ramp: Ramps are a LOT of fun to ollie off of, but they are also a great way to break something if you don't know what you're doing! I have a cousin who almost lost his arm because of how nastily he broke it while ollying off a ramp. But don't let that scare you - if you know what you're doing, ollying off ramps is great!
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.
An Ollie is basically an upward/forward jumping trick. The name “ollie” comes from the nickname of Alan Gelfand who created the ollie in 1976. The ollie was then modified for flat-ground use by Rodney Mullen in 1982, and it is this flat-ground version of the ollie which is most commonly referred to as the ‘ollie’ today. The ollie is arguably the most important trick in skateboarding because it is the foundation of the majority of skateboard tricks which require lift. When you want to do a trick like the kickflip, when you want to get onto something like a ledge, or down something like a set of stairs, or try handrails, the ability to ollie is a necessity. Therefore the ability to ollie high and with good control is critical to your total skateboarding skill-set.
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