He studied journalism at Sofia University and subsequently worked as an editor of a number of publications. In the 1990s, Dilov Jr. was the ideological force behind some famous talk shows such as Slavi's Show, "Canaletto", "Hashove" and "КU-KU". He has also been active in politics, being the founder of the George's Day Movement (Bulgarian: Движение Гергьовден, Dvizhenie Gergyovden), which was for a long time aligned with the IMRO. Dilov's "Gergyovden" participated in the 2014 Bulgarian elections in a coalition with the Bulgaria Without Censorship (Bulgarian: България без цензура) political party. His father, Lyuben Dilov, was a famous Bulgarian writer. Dilov Jr. has three children with his wife Elina, from whom he has separated.