I put this together for work; but you're all welcome to it. If your work environment is more strictly professional, e-mail me and I'll send you the file so you can edit some of the, umm, looser language out.
I Joined Twitter - Now What?http://static.slidesharecdn.com/swf/ssplayer2.swf?doc=joined-twitter-090330132541-phpapp01&stripped_title=i-joined-twitter-now-what
There's a gray area here, in that a non-profit newspaper may be able to sell advertising under current tax law.
But there's some major problems here. If you actually read the legislation (PDF), you'll find that it says an eligible newspaper is one that publishes regularly and includes local, national and international news.
I'm OK with "regularly" – most papers come out with some frequency (daily, weekly, monthly, etc.). But the legislation appears to specifically exclude some types of publications. Niche publication? Nope. National (with no specifically local news)? Application rejected. Local weekly? Out.
Let's also not forget that to qualify for a 501(c)(3), an organization has to be non-partisan. So, no more candidate endorsements (which, by the way, is fine with me), but also no being critical of any government institution or politician, lest you be accused of being impartial. You'd better included representatives from the IRS on your editorial board, in your story budget meetings, and maybe you just turn over your assignment editor positions.