To support developing new playful product for older adults, this paper briefly reviewed a range of existing playful products, and describes how they could be strategically deconstructed and refactored from the perspective of the five interaction elements (person, purpose, means, contexts, and actions). A design framework combining case analogies and persona methods was proposed. The formalized design strategy of persona and case-based interaction elements analysis system that mainly considers two parts in the design process which are called ‘inspiration cases’ and ‘typical users’ in this paper. The strategy can be applied to the process of re-designing a specific class of playful products, such as tangible toys or digital games, for particular older adults.