The Ollie is where you do a motion that lifts your board off the ground. Once you get good at it you can start doing Ollies while moving which allows you to jump over obstacles. It is a basic trick that took me about a month and a half to learn. If you stay at it, it shouldn’t take you much longer!
Step 1: Place your front foot in the middle of the board with just a slight slant or whatever else feels comfortable, but keep it fairly strait. And you want to try and see how much foot to put on the board. Sometimes it is easier to do with your heel hanging off and sometimes it is easier to do with your whole foot on evenly. Place your back foot in the middle of the tail (If you ride regular, your left foot will be in the middle of the board. If you ride goofy, than your right foot will be in the middle of the board. I ride goofy but I wished I had learned regular. I advise you learn regular.)
Step 2: Pop the board with your back foot (make sure it touches to ground when you do), slide your front foot up the board (Make sure to slide your front foot all the way up to the concave at the end of the board. Remember if you don’t, it won’t level out completely), while jumping at the same time.
Step 3: This is a VERY frustrating trick to learn for beginners (mostly because of all the coordination), but don’t give up, watch video tutorials and study how they do it. The more you watch, the more you learn.
Step 4: Remember keep at it! It all depends on the person. It may take you 3 or 4 months to learn. I know one guy who took almost a YEAR to learn to Ollie. Sometimes you just need to take a rest and come back later. If you do it over and over you can start losing coordination. Take a moment, think about every procedure, and try some more. Sometimes it’s good to take a break from a trick and practice another. A good trick to practice when taking a break from an Ollie is a Pop Shove It. Any way, good luck!