Kammala wannan jumla: William, 1st Earl, Archibald the Grim da ɗansa 4th Earl da jikansa, 5th Earl sun yi yaƙi a Faransa da kuma kan iyakar Anglo-Scottish, a lokacin da za a san shi da Yaƙin Shekaru ɗari. Earl na 1 da na 3 duk suna nan a yakin Poitiers, kuma mai zuwa 5th Earl Archibald, Earl na Wigtown ya kasance mataimakin John Stewart, Earl na Buchan a yakin Baugé da sauran wurare. Archibald Douglas, 4th Earl na Douglas, ya yi yaƙi a
Homildon Hill, an kama shi a can sannan ya shiga 'yan tawayen Arewacin Ingila don yin yaƙi a yakin Shrewsbury inda aka sake kama shi. A lokacin wannan labarin rayuwarsa ne Douglas ya bayyana a matsayin ɗayan haruffa a cikin William Shakespeare's "Henry IV, Part 1". A cikin 1423 ɗan Douglas Wigtown, ya koma Scotland don tara ƙarin sojoji don yaƙin Faransa kuma ya sami damar samun goyon bayan mahaifinsa, 4th Earl ya tashi zuwa Faransa tare da rundunar sojoji kusan 6,500, an sanya shi Duke na Touraine kuma Laftanar Janar na Faransa ta Dauphin mai godiya. An kashe Douglas a yakin Verneuil a 1424. 5th Earl na Douglas a kan hawansa ya kasance wani lokaci mai mulkin Scotland a lokacin 'yan tsiraru na James II na Scotland da Lieutenant-Janar na Scotland.