Well, as you noted, the $100 challenge is nothing new. But an 18-month, online-brewed campaign for Congress, that could be the start of a trend.
I have trouble finding out much about Scott on his site though... that picture on the right is not of him.
I do think we'll find that "who has a blog" will be secondary to "who is responsive" (blog or not). I have suggested some questions for publishers (and politicians, too) to consider if they are responsible to the audiences/constituents.
It took me about an hour of searching the Times, but I finally found the article I remember from seven years ago: More Members Are Plugged In, But Few Are Making Connections In 1998, a couple of Times reporters emailed 261 Congressional offices that addresses. Only 14% responded (and of those, some pointed out that they had given less priority to "out of district" questions.
With blogs, you'll get the bloggy-hip citizens connect with the bloggy-hip reps, and it will seem like blogging is the total solution. But that won't last forever. The scaling cannot handle it.
Now, granted, these numbers would likely be much higher for state office-holders, even today. But someone would have to survey blog vs. non-blog responses. Obviously, on a blog or forum, you've got the advantage that another person can answer the question. And again, we should be very interested in finding out how many citizens are satisfied to have a volunteer address their concerns. The highe rthe proportion, the easier it will be to scale.

delicious
digg
technorati

Portland City Commissioner Randy Leonard
Portland City Commissioner Randy Leonard has been a regular over at BlueOregon.com since last July. His posts are here.
I'd venture to say that he's the most prolific and conversational blogger among all elected officials. He engages in discussions in the comments all the time, and even engages over at several other blogs in Oregon.