This guy isn't much different than Zapp Brannigan. If you'll recall the episode "In-A-Gadda-Da-Leela" (See here)
Him: What's the maximum attachment size for our email?
Me: 15MB
... a little later...
Email from him: Hey, I've got a video I want to email but it's too big. I tried to compress it a few times, but it won't get any smaller than it already is. It's in [folder a], please compress it down to 15MB so I can email this out.
I go look in the folder to see what was going on. He tried throwing an m4V through Winzip that was about 200MB. He was getting less than 0.5% compression the first time an no compression after that. I sent him a blank CD.
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