A number of recent applications of jet substructure, in particular searches for light new particles, require substructure observables that are decorrelated with the jet mass. In this paper we introduce the Convolved SubStructure (CSS) approach, which uses a theoretical understanding of the observable to decorrelate the complete shape of its distribution. This decorrelation is performed by convolution with a shape function whose parameters and mass dependence are derived analytically. We consider in detail the case of the $D_2$ observable and perform an illustrative case study using a search for a light hadronically decaying $Z$. We find that the CSS approach completely decorrelates the $D_2$ observable over a wide range of masses. Our approach highlights the importance of improving the theoretical understanding of jet substructure observables to exploit increasingly subtle features for performance.
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