Health promotion in the workplace is one of the main challenges that the World Health Organization (WHO) has set in its agenda for the 21st century. Motivated by this concern, many companies across the world have reacted launching awareness campaigns and wellness promotion programs. One of the recurring problems on different application scenarios is the lack of adherence of the target audience (i.e. disengagement, early drop-out or high attrition rates). In this context, the potential of the Information and Communication Technologies (ICT) and the emerging paradigm of the Internet of Things (IoT) can play a mediating role between the proposers (i.e. managers) and the target audience (i.e employees) to increase motivation and follow-up. The presented work reviews the main challenges of IoT-based interventions for workplace health promotion and presents a participatory worker-centric concept for enhancing individuals' well-being in office environments. Our approach seeks to stress the importance of empowering workers providing to them fine-grained control of their own well-being and self-care. To this aim, we propose turning work environments into ideal confident-settings to persuade and motivate end-users attaining substantial changes that will persist over time.