This chapter argues that compassion, belonging, and connectedness are important parts of what the Humanities have to offer within and beyond Higher Education for engaged citizens and leaders. It explores empathy’s function as part of compassion and unpacks scholarship around compassion. However, it also shows the relevance of Humanities skills such as compassion to industry and employment with a focus on real-world and present-day value. It highlights the civic value that studying the Humanities can have for workplaces, ethics, and democracy. It illustrates how Humanities subjects help people to engage deeply and to understand other people and cultures in a higher quality way through pushing beyond familiar cognitive categories and exercising deep intellectual curiosity rather than seeking to homogenise and annihilate differences between people. However, the chapter also shows that valuing humanity can create a virtuous cycle. It draws on research from Oxford University’s Wellbeing Research Centre to show that employee happiness has a direct and positive correlation with productivity. It draws out the epistemic advantages of timeless deep thinking and of intersubjectivity and emphasises that these things are important to practise in life-settings, rather than being part of detached and disembodied conceptual discussions.