1. In my recent campaign game against Gephardt, a bug occurred for a period that caused advertisements to not spawn correctly. They would spawn in the wrong state, and sometimes of the wrong type and for the wrong party. Its hard to explain, but when I attempted to create TV ads in New York, it was creating Democratic newspaper ads in Mass. or even a Republican radio ad in Wisconsin. I reloaded the game several times, but the bug occured for a while in each re-started game, only to stop at a certain point. I couldn't figure out any pattern so I aborted the game. I haven't seen the problem since.
2. The money man appears to do nothing. He certainly doesn't double fundraising in a state. Perhaps his effect is more subtle, but I noticed no difference between fundraising in state X without a moneyman, then reloading the game and dropping my moneyman in that state and fundraising. Does he only effect HQ donations?