A server that communicates with a remote device in a machine to machine wireless communication network. The server includes an input/output interface, a processor, and a memory. The memory stores a context-aware dictionary manager executable by the processor, and a contextual correlations database having a plurality of correlations. The context-aware dictionary manager is configured to establish a current context associated with the remote device, search the contextual correlations database using the current context, identify a correlation match with the current context and one of the plurality of correlations, and communicate, via the input/output interface, the entry associated with the correlation match to the remote device for adding to a dictionary at the remote device. Also disclosed is a method of finding and maintaining correlations in the machine to machine system.