A modular pillbox that includes a base unit and a plurality of modules that can be interchangeably coupled to the base unit. The base unit includes a plurality of interior compartments defined by a top, a bottom and at least one side wall, openable doors that close the tops of the plurality of interior compartments, one-way passages in one of the bottoms or the at least one side wall of each interior compartment through which pills can be pushed into the interior compartments, and an opening in a front portion of the base unit. The plurality of modules includes a cover plate that couples to the base unit and covers the opening, and various electronic packages that removable couple to the base unit and cover the opening. An interactive electronic pillbox that includes the platform or base unit and an electronics package includes data entry, data display, data transmitting and data processing functions which allow for interactive healthcare management by individuals and healthcare personnel directly or remotely. Form a remote location a healthcare provider can monitor, manage, evaluate and maintain a periodic record of the healthcare of a user of the electronic interactive pillbox.