This paper is written to compare two well-being movements: positive psychology and the self-help movement as modeled by Anthony Robbins, a well-known self-help, motivational and empowerment guru, author and speaker who has been internationally popular since the 1980s. This paper will analyze both theories of well-being and associated interventions that lead to more well-being from both schools of thought, including a case study analysis of an intervention conducted by Anthony Robbins at one of his seminars. The author seeks to create a bridge between the two fields and propose future research directions using positive psychology as the framework for measurement and analysis of Anthony Robbins’ interventions and techniques.