A portable assessment system, PMEAS, based on the Pediatrics Milestone project, a joint initiative launched by the Accreditation Council for Graduate Medical Education (ACGME) and the American Board of Pediatrics (ABP) to assess resident physicians, is presented in this paper. Using the cutting-edge mobile technology, such as iPad, as the system platform, simple and easy to use interface for teachers to specify the competency categories and provide evaluation of the residents and immediate feedback on their progress of learning after daily rounds, this system enables the implementation of the medical education assessment strategy.