The Chicago Magazine How to Pitch guide has been updated:

What to pitch: The best bet for new freelancers is the "Arena" section, which usually runs 11 or 12 pages - including two to three pages of style coverage - and features all sorts of trend-driven short articles, charts, and roundups. The types of articles to pitch: miniprofiles (300 to 500 words), Q+As, business- or scientific research-driven case studies that spotlight Chicago places, events, products, and personalities. "Our only criterion is that it must be Chicago-centric," says "Arena" editor Cassie Walker, a former newspaper reporter who values, above all, freelancers with solid reporting skills. Chicago also accepts longer features from freelancers, and while it "doesn't hurt" to be more established, as managing editor Shane Tritsch says, editors are still willing to consider well-done, smartly written pitches from writers who make clear they know what they're doing. "Basically," Tritsch says, "we want a level of confidence based on the idea and from talking to the writer."

But most interestingly, now you can find out more about how to get in the mag by video.