This article discusses the problem of measuring information quality through the lenses of Solow's "information paradox" in economic theory, drawing insights from fields such as system science, cybernetics, complexity science, and action theory. The author's research focuses on the pragmatic facet of information quality, which examines the success of information application in human activity. The article argues that mathematical models of multi-level changes in varying conditions must be created to study the pragmatic aspects of information quality. The aim is to develop a formal representation and predictive explanation of information applications, which could lead to accurate predictions of the impact of information applications based on mathematical models. The complex nature of multi-level changes and cause-and-effect relationships in information-driven systems makes building these models challenging. The article highlights several interrelated research directions in this area.