An interactive learning system and method are provided that identify a "gap" between the skill(s) possessed by the individual and those required by an organization and then creates a training regimen to fill that gap. The system and method precisely map the training to the defined required skills by identifying a skill desired to be possessed of a user and accessing a first electronic database that comprises a set of skills currently possessed by the user. Next the desired skill is compared with the possessed set of skills. If the possessed set of skills does not comprise the desired skill, the desired skill is mapped with a training regimen resident in a second electronic database. Then the user is automatically presented with the training regimen. A desired skill level may also be also specified and compared with the skill level currently possessed by the user. If the desired skill level has not yet been achieved, again a mapping is performed and a linked training regimen presented to the user.