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.
Skateboarding is a very individual activity. There is no right or wrong way to skate. Skateboarding still hasn't stopped evolving, and skaters are coming up with new tricks all the time. Skateboarding has gone through its ups and downs over the years. However, since 2000, due to attention in the media and products like skateboarding video games, children's skateboards and commercialization, skateboarding has been pulled into the mainstream. As more interest and money has been invested into skateboarding, more skate parks, better skateboards have become available. In addition, the continuing interest has motivated skateboarding companies have to keep innovating and inventing new things. In 2020 Skateboarding will appear for the first-time in the Olympics in Tokyo, Japan.[4]
To get higher ollies, I would suggesting resting your back foot on the very end of the tail and the front foot in the middle of the deck to allow for more slide. Popping as hard as you can and catching your board in the groove of the nose with you ankle practically resting in the groove will level the board out in the air. after this initial movement slide you feet back to the bolts on the tail and nose to ensure a clean landing.

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.

So you want to know how to ollie? Be warned, it’s not for the faint of heart, and a lot of people have tried and failed and tried some more and still failed and then eventually thrown their boards into a wall out of frustration (I have no idea who those people are). It’s by no means an easy skateboard trick, but if you want to know how to ollie, start with these simple tips:
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.
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.
If you’ve ever watched a skateboarder roll down the street and then all of a sudden pop into the air on a skateboard, you’re probably wondering the same question a lot of people do: how on earth do they do that? It almost seems magical how they just seem to explode off the ground, and then just kind of float. Skateboarder, meet, the ollie. It’s not in the category of “easy skateboard tricks,” but if you learn how to ollie, you’re well on your way to fame and fortune as a professional skater.
With Board Blazers LED Cheap Skateboards, you can quickly customize your ride.  There’s no need for any bulky battery pack or wires.  You just need to place the lights under the trucks to do the tricks.  Now, you can cruise safely with style.  It is self-adhesive and every light comes with small, long-lasting, and easily replaceable lithium batteries.  The on/off activation is controlled manually. It includes a set of 4 lights with the matching color.  It is best for all types skateboards, longboards, and scooters. It is the perfect gift for anyone.  It is the most trusted product with a rating of 4.5 on Amazon.
The Wasatch Imports Good Skateboards is the ultimate compact and complete street board that is ready-to-go. It is great for exercise and fun. It is very portable and perfect for all skill levels. It has a variety of awesome vintage color combinations that you can choose from. It is made of topline construction, with a high-density plastic deck, 59mm super smooth wheels, ABEC7 bearings, and solid aluminum trucks. It measures 22″ long and 6″ wide and weighs 4 pounds. It has a  full manufacturer’s lifetime warranty on all parts, pieces, and materials. It has a weight limit of 200 pounds which can ensure that bigger skaters can join the fun.
The fact that it has nice and attractive prints also makes it a fashion skateboard. You can use it to show not only your passion in the sport but also your fashion sense. It is also equipped with a high-density emery surface known for being both waterproof and non-slip. With that, you have a hundred percent assurance of your safety when you are riding on it.
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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