In this work, we introduced the Jammy Key framework, a collection of scripts designed for systematic configurational sampling of molecular clusters, as well as their handling, storing, and subsequent analysis. Notably, its core strengths are organized processing and automated file administration. The toolkit interfaces with commonly used 3 rd -party software such as ABCluster, CREST, XTB, Gaussian, and ORCA for executing quantum chemistry calculations while retaining adaptability for integration of alternative 3 rd -party programs. Its ultimate aim is to identify a representative set of structures corresponding to the lowest free energy minima. We demonstrated the application of the Jammy Key for Configurational Sampling (JKCS) to various systems, primarily focusing on atmospheric molecular clusters, although the underlying principles are universally applicable.