How and why can attractive sustainable organization emerge that is engaging with both humans and nature in deeper integrative manners? This conceptual chapter is investigating how collective knowing develops in arts and organization contexts using artworks by unconventional painters such as Edvard Munch and Håkon Bleken as examples of this process. The necessity of art is giving us a societal meaning of the process of knowing or a scripted story for a deeper undertaking based upon the dynamics of ideas and knowledges in artworks. The reflection and dialogue based on art might contribute to creating something potentially sustainable for institutions as well as citizens. The chapter develops a theoretical framework and theory for how this might work. Dynamic art, design, and innovative processes are processes where the past, the present, and the future melt together in surprising and potentially influential ways.