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.
The most common shape in skateboarding is called a popsicle shape. It has a curved tail and nose and features concave, which gives the board it’s shape. New skateboarders looking to learn how to carve, push, ollie, kickflip, and grind boxes, ledges, and rails should start with a popsicle shape. If you’re interested in knowing, we explain selecting a board by width, riding style, and board shape in the skateboard decks section of the buyer’s guide.
Also called the mounting hardware, the skateboard hardware is useful in connecting the trucks to the deck. Every truck is actually in need of 4 bolts and locknuts. If you are planning to buy hardware for your custom skateboard, then note that they are often sold in sets composed of 8 parts, though it is also possible for you to buy individual parts separately when required.
The wheels of a skateboard are usually made of polyurethane, and come in many different sizes and shapes to suit different types of skating. Larger diameters (55–85 mm) roll faster, and move more easily over cracks in pavement and are better for transition skateboarding. Smaller diameters (48–54 mm) keep the board closer to the ground, require less force to accelerate and produce a lower center of gravity which allows for a better response time, but also make for a slower top speed and are better for street skateboarding. Wheels also are available in a variety of hardnesses usually measured on the Shore durometer "A" scale. Again like car tires, wheels range from the very soft (about Shore A 75) to the very hard (about Shore A 101). As the A scale stops at 100, any wheels labeled 101A or higher are harder, but do not use the appropriate durometer scale. Some wheel manufacturers now use the "B" or "D" scales, which have a larger and more accurate range of hardness. Modern street skaters prefer medium-sized wheels (usually 51–54 mm), as small wheels with lighter trucks can make tricks like kickflips and other flip tricks easier by keeping the center of gravity of the skateboard closer to the deck, thus making the deck easier to spin. Street wheels are harder (A 100/A 101). Vertical ramp or "vert" skating requires larger wheels (usually 55–65 mm), as it involves higher speeds. Vert wheels are also usually slightly softer (A 98/ A 99), allowing them to maintain high speed on ramps without sliding. Slalom skating requires even larger wheels (60–75 mm) to sustain the highest speeds possible. They also need to be soft and have better grip to make the tight and frequent turns in slalom racing. Even larger wheels are used in longboarding and downhill skateboarding. Sizes range from 65 mm to 100 mm. These extreme sizes of wheels almost always have cores of hard plastic that can be made thinner and lighter than a solid polyurethane wheel. They are often used by skateboard videographers as well, as the large soft wheels allow for smooth and easy movement over any terrain.
The Bamboo Skateboards Galaxy Series Cosmic Cloud Skateboard Deck is an excellent option. This concave board is made exclusively of a bamboo hybrid, rather than pure maple. This means the deck is lighter, stronger, more flexible and can even absorb shock better. The non-carbonized, light-wood deck is made of 6-ply wood and is in its fourth generation of designs.
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We’re assuming if you’re trying to learn how to do an ollie, you’re probably pretty new to skateboarding. You may already know whether you’re goofy or regular footed, but if not, try taking a quick hop onto your board with the intention of rolling forward (you might want to try on carpet first so you don’t slip backwards). If you’re left foot naturally ends up towards the front of your board, you’re regular-footed. If you ended up putting your right foot first, you’re goofy-footed.
Today, many riders use the “ollie-pop” on more than just the flat-level surfaces in between other tricks, it’s used heavily in the half-pipe and bowl ramps to allow the rider to go even higher in the air. Performing the “ollie-pop” while you’re at or near the top of the lip is a great way to get an extra couple feet, which might be all you need to get that extra turn in and nail the 720 (or 900, if you’re Tony Hawk).
Also called the mounting hardware, the skateboard hardware is useful in connecting the trucks to the deck. Every truck is actually in need of 4 bolts and locknuts. If you are planning to buy hardware for your custom skateboard, then note that they are often sold in sets composed of 8 parts, though it is also possible for you to buy individual parts separately when required.

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Ridge Skateboards For Beginners are a UK Brand and have taken over Europe. Now it is available in the U.S.A. exclusively through Amazon. The Deck measures 27″ long x 7.5″ wide (69cm x 19cm). It features 4″ wide high-performance trucks with 87A super soft yellow bushings. It is made of high quality secret plastic formula. It has a rating of 4.8 on Amazon.
Longboard - A longboard is similar to a cruiser in terms of overall use and getting around town. Longboards start at about 42 inches in length and about 9 inches in width. When you buy a longboard, the wheel base of the trucks is usually wider and they have wheels starting at roughly 60mm. This gives you more maneuverability and a very smooth ride.