Learning and skill-enhancing work designs are essential for new work and organizational concepts such as “learning organizations” and “Industry 4.0.” Developing and applying criteria for promoting learning and skills development in digitally transformed work environments enables more effective and efficient work processes, makes work more people-centered, and the AI-based future of work more manageable. Digitalization is also introducing work-integrated learning formats such as online communities, learning platforms, and digital cognitive assistance systems that already meet many of these criteria. In the future, designing work environments that promote learning and skills development will become a central task of corporate training and personnel and organizational development.