[4][5] Dobri Daskalov was born in Kavadarci into a Protestant clerical family.

Daskalov became a member of TMORO in 1901 and was a fighter in the bands of Jane Sandanski and Hristo Chernopeev.

On 13 June 1905 he took part in a battle with the Ottoman army in the village of Resava.

After the split of the Organization in 1907, he participated in the congress of the rightist faction held in Kyustendil in 1908.

After the Young Turk Revolution, in 1909 he was one of the founders of the People's Federative Party (Bulgarian Section) and a member of its central leadership.