By
eHow Sports & Fitness Editor
Difficulty: Moderately Easy
Step1
Place a small object like a cup or a skateboard beanie on the sidewalk or other surface where you are skateboarding. It's best to use something small and unbreakable, and something you won't get hurt on should you fall.
Step2
Skate toward the object. For something small, you don't need to gain too much speed as you'll need to concentrate on popping and landing the ollie. Doing an ollie over a small object isn't a trick that requires much momentum.
Step3
Slide your back foot to the tail of the board and with your front foot on the front bolts, pop the tail and crouch down, then jump up. The board will lift off the ground under your feet to allow you to jump over the small object.
Step4
Land your board with feet back in regular skating position after you have cleared the object and skate away.