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I always wondered about that paradigm ... I wouldn't mind paying it myself, for (let's say) Bill James articles.
My main question is whether that would be convenient for the user.  Is it just a question of a one-click PayPal button, per article?  Do most people have an apparatus set up so that a PayPal click charges their checking account, or whatever?
If so, that would be like picking up a morning paper on the way to work, and that paradigm worked okay for the last century or two.
If Spec (or myself) puts a couple of hours into a really good read, I would think the reader wouldn't begrudge him a 99-cent charge for his work.  But as you say, Mojo, the reader has to feel good about the arrangement.  
This is America 2013 :- ) and we're all about the impulse buy at the counter.  Personally I would rather buy a $1.49 package of cupcakes, WHEN I'm craving the cupcake, than pay $10 for the next 10 times I'll want a cupcake.  But that's just me.
Very interesting suggestion, the per-article paradigm.  Like, supposing we had 1,500 words on Braun and roid use and ethics and his forward projection and his connection to Zduriencik, would that have been worth 99c to fifty readers?  Two hundred readers?
Hm.
A per-article paradigm might also get the author "popping tall" to create something worth 99c *that day.*