Systems and methods for the automated recording of time entries by a mobile device of interactions between a professional and other parties occurring on that device on behalf of a client of the professional are described. File information is automatically retrieved from a first server based on identifying information associated with an interaction, and the recording of the file number, as selected from candidates presented to the professional, along with the duration of the interaction, a description of the interaction and identifiers for the professional and the other party in a time entry that may then be buffered on the first server prior to transmission to a billing server. Encrypted sensitive information may be stored on the first server, which may thereby be operated by a third party and shared with other professionals.