I doubt this plan would work, and for a very good reason:
Odds are, Sony's going to make you download the games directly to your PSP, either from the PSP browser of via USB cable with your PSP attached to your PC. Your PSP has a MAC assigned to it, a number unique to your PSP and yours alone. It's most likely that Sony will use this to identify the PSP that the game is allowed to play in, so uploading the files would basically be useless.
As you may recall, Sony is already doing these things with their for-pay download video service. The movie files are locked into a certain PSP, and there's just no way around that.