Chapter 5 explores the logic of UN mediation as an ‘art’, which emphasises the fluid, contingent nature of mediation and prioritises relationships with negotiating parties. This chapter examines two core practices: emotional labour and discretion. The first section describes how UN mediators engage in emotional regulation to facilitate negotiations. The creation of emotional ties relies upon empathy and bonding in informal settings, which creates masculinised spaces that women have trouble accessing. In this case, the practice of empathy can be exclusionary. The second section examines how discretion – the choices mediators make about how to implement their mandates – is a key practice in UN mediation. How a mediator exercises their discretion is tied to their sense of political judgement. As such, using discretion unwisely can affect others' perceptions of a UN mediator's judgement. As WPS, especially the participation of local women, is often framed as showing partiality to one party over others, mediators are reluctant to use their discretion to advance the WPS Agenda. Instead, it is framed as a risk to the mediator's reputation for good political judgement and impartiality.