This article attempts a reassessment of Clan Donald's activities and their relations with the Scottish and English crowns in 1461–3. There are two objectives: first, to review the nature and significance of the MacDonald alliance with Yorkist England and the identities and roles of its leading advocates; and second, to establish how far, if at all, the raids conducted by the MacDonalds in these years can be linked with the development of this entente. The exercise necessitates a review of background themes, at first seemingly distinct from each other, but which coalesce in 1460–1 to create a dynamic out of which the alliance was born and, arguably, MacDonald military activity encouraged.