Pinning sticker to same part of video

Is there a way to pin a sticker to stay on a part of a video as it's playing? Not just over the same spot, but moving with what you're wanting to cover. 

I'm needing to cover information, but as the video plays the information shows when the movie plays. I tried layering multiple overlays to line up with the timing, but it's not clean.

Any advice is appreciated!