The design and realization of age-friendly living and working environments is a huge challenge that we have just only started to address as the number of older citizens who are and want to continue being active members of society and live independently is constantly increasing. SmartWork builds a worker-centric AI system for work ability sustainability, integrating unobtrusive sensing and modelling of the worker state with a suite of novel services for context and worker-aware adaptive work support. The unobtrusive and pervasive monitoring of health, behaviour, cognitive and emotional status of the worker enables the functional and cognitive decline risk assessment. The holistic approach for work ability modelling captures the attitudes and abilities of the ageing worker and enables decision support for personalized interventions for maintenance/improvement of the work ability. The evolving work requirements are translated into required abilities and capabilities, and the adaptive work environment supports the older office worker with optimized services for on-the-fly work flexibility coordination, seamless transfer of the work environment between different devices and different environments (home, office, on the move), and on-demand personalized training. The SmartWork services and modules also empower the employer with AI decision support tools for efficient task completion and work team optimization through flexible work practices. Optimization of team formation, driven by the semantic modelling of the work tasks, along with training needs prioritization at team level to identify unmet needs, allow employers to optimize tasks (e.g. needed resources), shifting focus on increased job satisfaction for increased productivity. Formal and informal carers are able to continuously monitor the overall health status and risks of the people they care for, thus providing full support to the older office worker for sustainable, active and healthy ageing.