The study is situated in a school built specifically with the idea offlexible design in the learning environment providing variation ofrooms and furniture combined with access to a range of digitaltools to enhance students’ 21st century skills. The aim of thisstudy is to investigate how such flexible resources are used andexperienced by teachers in practice. The findings demonstratethat teaching in such spatial wholeness requires includingflexibility in the planning process and approaching studentdriven choices in a meta-structure for students to participateand learn. Teaching Dollar Street required extensive collectiveplanning to uphold the shared design throughout the spaces,activities, and resources.