In after effects it would be pretty easy. Load in your video or sequence of shots. If you are using video you need to go through and render a still frame of every position you want him. Or just rerender the entire shot as a tiff sequence and you can just pick the shots you want to use.
From there you can use a number of techniques to cut I'm out, you can use manual masks, you could try a colour key or use the roto brush. If you have CC the. You can also use the new refine edge tool to really speed up the process.
Once you have them all cut out you just need to layer them up. Have the last shot ie where he is about to land at the top of the layer stack and if you want the shots to overlap and show the last first.
Hope that makes sense. It's really easy to do it was just tedious before the newest after effects was released.