To do a hippie jump on a skateboard, first find a good hippie jump target. A good target is something that your board can easily fit under. Approach the target rolling at a comfortable speed. When you are near the target, jump straight up so your skateboard continues rolling under the target. You will then land on your skateboard on the other side of the target and roll away. Make sure that you don't jump forward because it will cause your skateboard to roll backwards and you will not be able to connect with it after jumping over the target.