Water Cooler Games
Water Cooler Games served as the web's primary forum for "videogames with an agenda" — coverage of the uses of video games in advertising, politics, education, and other everyday activities, outside the sphere of entertainment.

The site was maintained at watercoolergames.org from 2003-2009, where it was edited by myself and Gonzalo Frasca. It is now archived here in full.
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Mad Men Jeopardy
by Ian Bogost October 24, 2008
categories: Advergames , Casual Games

I missed it, but apparently popular television gameshow Jeopardy! ran a Mad Men category on one of their shows last week. In conjunction with that promotion, Sony (who owns Jeopardy!), created a Mad Men-themed episode of their ongoing online version of the quiz show. The connection is through the thematic connections in the questions, not through questions about the show itself; for example, there are categories for Ad Slogans, 1962, and New York Nightlife.

The connection is fairly natural, since Jeopardy! itself first aired in 1964, featuring a logo and set design very much in line with the style so ably recreated in the AMC series. While some of that imagery can be seen on the game's landing page,I'm a little disappointed that the game itself didn't take on the skin and sounds of the era, but obviously such a feat would have required more effort than just plugging in thematic categories and questions.