This divergence suggests a few interesting hypotheses. First, the author values Work more and is attempting to understand work from an outsider's perspective. Second, coming from the perspective of Work leads to inaccuracies in Shirky's point of view. The accuracy of claim that "Work drives the economy" is not so clear. It could be argued that all Work trickles down from the work of company founders. Indeed this is why many companies get started; the founders have work that they want to do, they have something they think is important and worth doing.
In closing, I will suggest that Shirky and the author of this article are approaching the problem from the wrong direction. Respectively, they are attempting how to translate Work -> work and Usability -> usability. The author of the article wants to know how to "make and evaluate that miracle motivational leap" from something with no motivation to something that generates motivation. But when you are working on something with no motivation, you're already dead in the water. Far more productive to start with the motivation and try to figure out how to turn your intellectual itch into wealth. If you're creating a product, start with something users want, don't try and create the motivation after the fact.
Note: I've made several conjectures about Shirky and the author of the article based on limited information (I can't find a video or slides of the keynote). It's important to remember that I'm just speculating. It's entirely possible I'm misrepresenting Shirky's true point of view. What I wrote is only accurate based on the information from the article.