This paper continues the tradition (Courtney et al. 1996, 1997, 1998, 1999) of using the principles of inquiring systems design (Churchman, 1971) to suggest how effective learning organizations might be developed. Specifically, the paper proposes that Hegelian inquiring systems are well suited for “wicked” problems and knowledge work, and therefore that Hegelian inquiring organizations are well suited for the wicked environments of the new world of business (Malhotra, 1997, 2000). In addition, the paper shows how extant information technologies can support Hegelian inquiring organizations.