attaching a png to a certain point in a video (trace)

I want to attach a graduation cap on a head of a moving object in a video i tried position stopwatch but it is kinda bumpy also i tried adding a solid and position it and parent that solid to the image but still didnt work so im wondering if there is another way to trace it and make it as realistic as possible and btw its the colombia intro

via Video Editing Forums: Digital Director – Adobe Premiere, Premiere Elements, and After Effects