Universidad del Medio Ambiente (UMA) was founded in Mexico in 2009 with the following purpose: “Foster a regenerative, sustainable, and ethical future by preparing change agents capable of promoting initiatives that transform socio-environmental systems”. The intention of our efforts is the flourishing of human cultures, in a way that cares for and replenishes planetary life systems. Because regeneration is especially promising in this regard, we have adopted many of its principles in our educational model and our seven faculties. Regeneration has been a constant source of inspiration and guidance for students, faculty, and alumni. But there are also challenges: it’s a novel perspective that is difficult to practice, has many interpretations, and can be ambiguous. This chapter is divided in four sections: (1) the context in which UMA adopted the regeneration perspective; (2) UMA´s regenerative project design methodology; (3) description of a project developed with this methodology; (4) the two main conceptual challenges that seem to be generating confusion. By sharing how we have integrated regeneration into our programs and highlighting some of the questions we have encountered, we hope to help others in their implementation of this perspective.