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We describe a collaborative problem solving architecture driven by semantic based workflow orchestration and constraint solving. These technologies are based on shared ontologies that allow two systems of very different natures to communicate, perform specialised tasks and achieve common goals. We give an account of our approach for the workflow assisted collaboration with a specialised knowledge agent. In this case, a system with constraint solving capabilities. We found that systems built with Semantic Web based technologies are useful for collaboration and are easier to add additional specialised capabilities. However, much care must be exercised before correct semantics may be exchanged and collaborations occur smoothly.