Those are some nice ideas worth thinking about IMHO.
However, there are some ways that money could be helpful:
1. It could be used as prize money for the winner of a poll.
For instance, the most useful "script" or "scripts" for 2007. There could be a 1st, 2nd, and 3rd place.
There could also be a vote for contributing to the AutoHotkey source code.
2. Perhaps it could be setup to donate to registered AutoHotkey scriptwriters at AutoHotkey.net
3. It could go to renting C++ programmers to implement difficult AutoHotkey solutions.
Regarding 3.: professional programmers could maybe also be used to optimize parts of the AHK code itself at times.