In the light of the Circular Economy, this study assesses the environmental impacts of a ski core circularity measure to enhance resource efficiency in the wintersport industry via Life Cycle Assessment. The circular ski is modelled with four distinctions regarding the closed-loop recycling of the core materials (two user specific scenarios, the 100/0 approach and the Circular Footprint Formula), and compared to the non-circular virgin ski to determine the change in environmental impacts of the circularity measure using EF 3.1 as the impact assessment method. The results highlight the influence of methodological choices with changes in impacts varying from e.g. a reduction of 11.8% in global warming when comparing the circular to the non-circular ski following one-time circularity at the level of private consumers, to a reduction of 23.6% when modelling the circular ski according to the 100/0 approach. Furthermore, trade-offs between impact categories can be observed, as eutrophication, freshwater and ionizing radiation increase in the circular ski compared to the non-circular one. The conformity of methodological choices (derived from differences in understanding the case study) with terminology of the R-strategies under the Circular Economy framework is analysed. Consequences of modelling choices on communication of the different LCA results to the internal and external stakeholders are discussed focusing on legal compliance, the LCA models’ comprehensiveness, inference on product competitiveness, and activation of the desired consumer behaviour to partake in the return system. Future harmonization efforts should focus on aligning legal frameworks concerning terminology and providing guidelines for the communication of results.