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The World Wide Web (Web) is in constant evolutionary change. This evolution occurs along many fronts and is led by infrastructure developers, Web designers, technologists, and users. These multiple stake–holders ensure that the Web is a heterogeneous entity, not just in the nature of the content, but in the technology and agents used to deliver and render that content. It is precisely this heterogeneity which gives the Web its strength and its weakness. A weakness in technology adoption leading to an increasing disconnect between the actual user experience and the expected experience of the technology stakeholders. We are interested in the human factors surrounding the evolution of the Web interface; and believe that the wait is always too long for new accessibility recommendations, guidelines, and technology to be adopted. In this case, we describe a ten-year longitudinal study comprising …