Go for the low truck profile if you want to obtain additional stability when you do flip tricks. It also works well for small wheels. The mid-sized trucks are good for all-around use, especially in streets and parks. You can also choose the high-sized trucks that are good for carving and cruising, which is the reason why they are perfect for huge wheels.
Playwheels Disney Skateboard For Kids is a 21″ Wood single kicktail deck with painted edges.  It has clear sand spray top grip with color graphic and full-color bottom graphics with a retro shape.  It features multi-colored composite truck and baseplate components with carbon steel axles.  This is great for kids who are starting to learn skating.  It has an average rating of 4.2 on Amazon.
I’m 31 and I just started skating too. I can ollie but they fluctuate a lot. I’ll do well certain day and certain day I won’t do well. It’s frustrating sometimes but I’m hooked. I go skating with my 5 year old son. He’s already practicing ollie. I think he’ll out do me soon. Man he picks up so fast like a sponge. Can’t wait till I can get all my basic tricks down so I can have more fun with them!
One foot on the tail, (by foot I mean the ball of the foot which is just behind the big toe) the other foot is about an inch behind the bolts(screws) for the front truck. Basically, the back foot quickly pushes the tail down, and right when the tail of the board strikes the ground, the back foot jumps up… the tail of the board will follow up with the foot when the front foot slides forward slightly, which pivots the tail of the board upwards. Since the front truck comes off the ground first, getting the back truck up is the trick.
Pull your knees up into your chest – How far you actually want to pull your legs up is totally up to you, but the higher your feet go, the higher your board will go too. By the way, the highest recorded preferred stance ollie-pop is 45 inches, done by Aldrin Garcia, and the highest switch stance ollie-pop is 40.125 inches, by Gavin Caperton. And if you’re going for endurance rather than height, the record for most consecutive hops is held by Rob Dyrdek, who did 215 of them in a row on his TV show Rob and Big. So those give you something to shoot for.
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It is mainly because those items are guaranteed to help you familiarize yourself with the ins and outs of using them. They are a big help in making you feel comfortable when you push off with your feet while also balancing on top of the board when riding. It is not good to go for a very technical product, so it’s best to choose the mentioned types first. 
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