Prophet Muhammad s.a.w. experienced deep grief at many points of his life, particularly during the Year of Sorrow (‘am al-huzn) when he lost his wife, Khadijah r.a, and his uncle, Abu Talib. This article explores how the Prophet s.a.w. navigated these moments of sorrow with faith, patience and reliance on Allah s.w.t, offering timeless lessons on coping with loss and maintaining hope in the face of adversity.