Two different commenters found this for us: The New York Times has an extensive interview with Matt Weiner, behind-the-scenes at auditions and other production, and general article. It’s too amazing to pull out a quote.

Okay, here are the quotes that hint at season 2, but please, read the whole thing, because otherwise I’ll just quote the whole thing (Nothing is spoilery, because Weiner wouldn’t allow that, but I’ll put the quotes below the fold for those of you averting your eyes):
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Hat tip to our own Hullabaloo, who pointed out an EOnline scoop that we can all get excited about. Watch With Kristen says:

Sexy Joan has an honest-to-goodness boyfriend this season. As for the launch date of season two, we only know it’s sometime in July 2008. However, I can tell you that, just as the story of season one ended on a holiday (Thanksgiving), season two begins on another nonreligious holiday. Guesses?

First guess is Dan’s, who thinks it must be Valentine’s Day, and damn, I gotta say, it’s the perfect answer. Matthew Weiner said February or March, and in the realm of non-religious holidays that leaves Valentine’s Day, President’s Day (yawn), and Mardi Gras (which is religious but not really celebrated that way). Valentine’s Day is the perfect way to give us an update on everyone’s relationship status. Like, Don and Betty, Francine and Carlton, Peggy and Junior, Pete and Trudy, Roger and Mona, Margaret and Wristcutters Anonymous, Carol and Salvatore.