Vaskidovich was born under the name Manolaki Vaskidi in the city of Melnik. He studied at the Greek school in his hometown and at the Greek high school on Chios island. Vaskidovich finished the Bey's Academy in Bucharest. In 1815, he founded the first Hellenic-Bulgarian school in the Bulgarian lands in the Danubian town of Svishtov. He later organized the first school library in Bulgaria, to which he left his 800 volumes of literature. In 1832, Vaskidovich introduced the Bell-Lancaster method to the Svishtov school, where grammar, arithmetic and geography were taught. Until 1845, he was the head teacher of Svishtov; in that year, he was expelled under the pressure of the Grecoman party in the town only to return to his post between 1854 and 1863. In the interim, he worked as a teacher in Pleven.