Matt Koehler and I have often talked about the wicked problems of design and teaching with technology (most specifically in our handbook chapter on TPACK). We take the idea of wicked problems from a classic paper written by Rittel and Weber back in 1973. As Wikipedia says, Rittel was “a pioneering theorist of design and planning, and late professor at the University of California, Berkeley.” Rittel’s writings are often hard to get hold of since he published in a range of journals across multiple domains. Professor Ellen Do at Georgia Tech has created a webpage with links and downloadable PDFs of many of Rittel’s works. Check it out here.