In particular, the paper examines issues of social connectedness and isolation, prospective users’ motivations, barriers and enablers to user engagement, issues and concerns associated to privacy, and sharing of information. This position paper aims to explores the use of dating apps by two distinct population groups: older adults (50+ years) and young people with life-threatening and/or life-limited conditions (LLTC). Furthermore, relationships may be cut short due to illness or an unexpected death. Relationships vary and change, and for some people, these connections can be caring and loving, while for others they may involve adultery, abuse (physical, emotional, and mental) and differences of opinion, leading to separation, divorce, or other forms of relationship breakdown or transitions. Dating and relationships are an important part of a person’s life, health, wellbeing, and social connectedness.