Embodiments are described for detecting a data organization issue in a storage system by analyzing static and dynamic layout characteristics for data stored in the storage system, workload characteristics for applications utilizing the data, virtualization effects of the storage system on the organization of the data, input/output characteristics of processes storing the data in the storage system, and cache usage characteristics of the data. For fragmentation issues, the system uses the analysis to provide defragmentation advisories to reduce fragmentation by at least one of: re-layout or re-tiering of the data in the data storage system, or cache memory reconfiguration.