Abstract: A system and process for organizing and advancing a job search of a user wherein the user provides information on one or more of contacts, documents, activities and/or status and either requests or is automatically presented with coaching to maintain and advance the search. The coaching may include creating and monitoring follow-up activities for the user. To accomplish the coaching, the system may include a rules engine for determining applicable coaching scenarios. Each scenario may be defined as a record in a database table such that each record in that table may define a unique scenario. In addition, the system may comprise a plurality of other tables defining additional records. Tables within the system may be related in a variety of ways, including one-to-one, one-to-many and/or many-to-many.