The article presents a reusable online support system, in which an open-ended learning environment is created to scaffold complex, real-world problem solving activities. The major learning components of the system are specifically described, and the internal interactions between different components within the system and the external interactions among the system, learners (who also interact with one another among themselves), instructors, and administrators are demonstrated. The learning theories and the assumptions underpinning the system design framework are discussed in terms of each of the system components: case library with real-world cases, question prompts, peer review, expert modelling, and self-reflection mechanisms. In conclusion, initial findings about the support system are shared, and issues regarding reusability, adaptivity, and generativity of the system are addressed focusing on developing novice learners' problem solving skills in various domains and contexts. The article proposes a cognitive model for contextualizing learning scenarios to support real-world problem solving, which has implications for designing e-learning.