When learning it, you will, slip and fall. Feel like an idiot doing something over and over again and not getting it, feel fear bcos you don’t know what's going to happen to you once you pop the tail, jump and slide your foot and then you land. Will you land on your board, will you be on the pavement? Will you slip out, will u kick the board away, will you land primo? No one knows but you gotta try it out and find it out yourself. Whatever it is, don't give up cos it's the strength to persevere, be crazy persistent to achieve and most of all being patient in learning and progressing that let's you earn the skateboarder title for your ownself.
In 1978, Alan Gelfand, who was given his nickname "Ollie" by Scott Goodman, learned to perform no-handed aerials in bowls and pools using a gentle raising of the nose and scooping motion to keep the board with the feet.[2][3] There are numerous references to Alan Gelfand's Ollie with most notably pictures in the 1970s skateboarding magazine "Skateboarder".
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).
Skateboarding is all about creativity and finding new challenges. A great way to explore skateboarding is to ride different shaped boards, wider trucks, and different size wheels. As you progress and start to ride new terrain and skate different kinds of spots, you may find one wheel size or board shape works better for you than another. There’s no wrong or right anything. There are no rules. Except for maybe one, and that is to keep skating. Skate as often as you can. Never is this more true than in the beginning while you’re developing your style and fundamentals.
The official record for the highest flat-ground ollie is 45′ (114.3cm) by Aldrin Garcia during the “Maloof High Ollie Challenge,” held on the 15th of February, 2011. You can watch the movie here. However, a groundbreaking moment in the lore of the ollie will always belong to Danny Wainwright’s ex record of 44.5′ (113.03cm, ELEMENT-HIGHEST OLLIE CONTEST Feb.6th,2000.) Reese Forbes, a competitor of Danny’s in this contest, was also well-known as a master of the ollie.
Cruiser - The name says it all. If you are looking to cruise around town then this is the right complete skateboard for you. These decks vary in length from between 20 inches all the way up to about 40 inches. The wheel diameters usually start at about 55 millimeters and use a much softer urethane than the previous Popsicle decks. These also come with all of the above but the decks do not always need grip tape. Some of the decks are plastic or composite material with grooves or gripping built directly into the deck mold. 
Don’t get your hopes shot if it takes you a while to get this down.  Once you know how to ollie, beginner skateboarders you can do any trick in the book with just a little bit of practice.  Once you get this trick down while your stationary, go practice while moving around a little bit, try to hop off a couple of curbs.   You’ll be skateboarding like a pro in no time.  Just keep at it.
Pop the board in the air – The reason you jump up into the air in the first place is because you’re slamming the back end into the ground (don’t worry, your board is made to take the abuse). It’s the same motion you would do if you were standing near the board and wanted to pop the board up into your hands, except this time, you’re standing on top of it. As soon as you feel the board pop into the ground, kick your front foot up into the air at the same time. The timing on this is important: kick too early and you won’t go anywhere, kick too late and your board will fly out from underneath you.
Taotao Girls Skateboards comply to United State Consumer Product Safety Commission (CPSC) Standard.  It has a 24″ X 6″ Maple Double Kickside Deck. It features 608Z Bearings, 3.5″ Plastic Truck & Base, and 50 x 30 mm PVC Wheels.  The Safety helmet, Knee and  Elbow Pads also comply to CPSC Standard.  It has a Cool Pink Aloha Graphic Design with an Amazon rating of 4.3.
Radiate Ride Good Skateboards are made of 7-ply maple construction with epoxy resin glue. It features 356A heat-treated cast aluminum high performance 5.0 trucks with grade 8 kingpins and axles. The super high rebound 99A PU wheels with grooved running surface provide better traction and abrasion resistance. The Abec 5 high precision speed bearings offer precision performance and a smooth ride. It has an 80 grit durable color matched grip tape with transparency. It is completely assembled and ready to go. This product has a 4.3 rating on Amazon.
Krown burst on to the skate scene back in 1996 with the idea to provide a high quality skateboard to the rider on a budget. Krown recognized a big gap between the $20 big box retail skateboard and the $150 professional grade skateboard. The boards at big box retail stores have plastic wheels and don’t even roll! Krown’s idea to bring a price-point skateboard to the market that actually functions as a skateboard has proven to be successful after more than 20 years. With more than 20 years of industry knowledge and knowhow, Krown is able to source the best parts at the best prices, which allows Krown to pass the savings on to the consumer. This expertise has allowed Krown to venture into the world of skateboards, longboards, helmets, pads, and even tools. Krown is the best place to start for beginner and intermediate riders!
It’s not just standard deck sizes that are available for creating or replacing your board. You can just as easily get a great longboard deck to work on in your basement or garage. One of the best and best reviewed options out there is the Loaded Boards Poke Longboard Skateboard Deck. This standard-design longboard deck has it all to help you make the ideal board. 
After that I went to my regular Olley spot to practice, fell so hard three times. My legs were so fucked up from the day before. Now I feel like shit because I had problem with a 20cm ledge I landed at least 100 times up and down yesterday. I’m even capable of 50cm ledges at slow speed, but I only get the front wheel and the board up so I have to put pressure on the nose to get it all the way up.
The Powell Golden Dragon 2 Skateboard is an affordable and complete skateboard for the beginners and also for the advanced skaters.  It has high-rebound, hand-cast polyurethane wheels to give you a great roll and grip.  It measures 7.5 inches wide with a colorful screen-printed bottom.  It is made in China and has an average rating of 4.2 on Amazon.
After you’ve properly applied a burst of force to the tail, the top-side of your front foot’s toe should start dragging up your board almost automatically. Eventually, the higher you are able to bring your front foot during lift will determine the apex of your ollie, so work gradually towards lifting your front foot as high as your body allows. Skateboarders who record the highest ollies usually (somehow manage to!) bring their feet higher than their hips!
The laws for skateboarding helmets vary from state to state. Many states require that skaters wear a helmet under a certain age, and some states like California make all skaters under 18 wear a CPSC Certified helmet at all times. CSPC skateboard helmets usually have an EPS protective liner that meets the safety standards for skateboarding. Make sure you check your state's regulations before ordering.
The Landwalker 22″ Complete Skateboard has a sturdy 7 layer Canadian maple deck. It’s best for downhill, U table and slider because of its enormous stability. This board is best for teens and adults. It comes with Abec 7″ Bearings, PU wheels, Black Grip Tape, and hardware. It measures 79 x 20 x 10 cm. This board is an awesome gift for Christmas or Halloween.

Finally, just roll away. If this sounds simple, then great – get out there and practice! If this sounds too complicated, don’t worry. Just go slow, and take your time. There is no time limit to learn how to ollie – some people learn in a day, and I know one guy that took over a year to learn how to ollie on his skateboard. Also, like with most things in skateboarding, your body is learning how to ollie more than your mind is. So, with practice, you’ll eventually get it.
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