Okay, so for the sake of argument, let's assume they were dumb enough.
My primary goal is to put together something that accomplishes what I want it to do. I can always work on the tweaks (and social engineering

) later once I've got the foundation down. My primary goal is this: "learn to design an autonomous package that renders itself unusable after being used". This is regardless of what the media may be, or how exactly it's done; I am using a video file as an example because I thought it would be a pretty cool application for it and might make for an interesting and worthwhile tutorial if I can figure it out.
Anyways, I struck upon your idea of using an executable to run both the file and the corrupter, setting a time delay on the executable (
Batch file examples - Wait) for however long the video file was (plus a little more to take into account opening the media player of choice, etc.). Then, once the time limit was up (and the video file had played), the "self-corrupt" phase could be enabled and we're done.
Now, all I'm looking for is where to start. The executable that would run the video file is simple enough, and I'm sure I could figure out a way to set it up to auto-play (i.e.
Autorun.inf Editor - Create Autoplay CDs - though I still need to look into how it works a little more). I think if I can figure those things out first we'll be off to a good start.
For now, I'm still moving into my house so I've got to go pick up some boxes I left at a friend's over the summer.
Cheers