The future of work can be understood from the lenses of the introduction of greater automation, the gig—also known as collaborative–economy and the demand for more–and more complex–skills. The combined results of these three factors will push the Latin-American and Caribbean countries towards changing the way they currently organize their education and employment systems. Governments will need to support educational and training (TVET) systems that provide lifelong learning. They will need a different approach to tackle transitions between jobs, teaching in and out of school and a reformulation of their welfare state. For these changes to be successful, however, societies must be able to establish secure self-sovereign digital identities. Using the introduction of blockcerts in Bahamas as an example, the presentation will examine the challenges and opportunities brought about by the blockchain technology as well as the strategies needed to build strong identification systems. Establishing a management system that empowers students with ownership of their unique and official records in a way that is instantly transferable and verifiable by anyone across geographic, institutional, and technological borders is the basis for a truly Lifelong Learning Record (LLR).