[1] [2] He was one of the earliest volunteers to join the Serbian Chetnik Organization and in the struggle for the liberation of Old Serbia and Macedonia from Ottoman oppression.
[3] After graduation, Dragomir returned to Serbia where a teaching post at a university awaited him as well as a job as a director of a match factory.
But at the outbreak of hostilities in Kosovo and Macedonia, like many men of his generation, the patriotic enthusiastic about the war effort took hold.
There he collected a group of 100 volunteers and entered the Chetnik detachment of Vojin Popović, better known as Voivode Vuk.
He often took impossible missions with scant regard for his own life; his men felt tremendous confidence in his presence, inspired by his personal courage.