Western Outlands in the context of "Internal Revolutionary Organisation"

Bulgarians are an ethnic minority in North Macedonia. Bulgarians are mostly found in the Strumica area, but over the years, the absolute majority of southeastern North Macedonia have declared themselves Macedonian. The town of Strumica and its surrounding area (including Novo Selo) were part of the Kingdom of Bulgaria between the Balkan Wars and the end of World War I, as well as during World War II. The total number of Bulgarians counted in the 2021 Census was 3,504 or roughly 0.2%. Over 100,000 nationals of North Macedonia have received Bulgarian citizenship since 2001 and some 53,000 are still waiting for such, almost all based on declared Bulgarian origin. In the period when North Macedonia was part of Yugoslavia, there was also migration of Bulgarians from the so called Western Outlands in Serbia.

The Transitional Bulgarian dialects are a group of Bulgarian dialects, whose speakers are located west of the yat boundary and are part of the Western Bulgarian dialects. As they have most of the typical characteristics of the North-Western Bulgarian dialects, they are sometimes classified as belonging to this subgroup under the name of Extreme North-Western dialects. On Bulgarian territory, the Transitional dialects occupy a narrow strip of land along the Bulgarian border with Serbia, including the regions of Tran, Breznik, Godech, Chiprovtsi and Belogradchik. They also cross the border to include the dialects or subdialects of the Bulgarian minority in the Western Outlands (the regions of Tsaribrod and Bosilegrad). The Transitional dialects are part of the Torlak dialectal group also spoken in southeastern Serbia and North Macedonia and are part of the gradual transition from Bulgarian to Serbian. The Bulgarian Transitional dialects and the Serbian Prizren-Timok dialects are loosely characterised by mixed, predominantly Serbian phonology and predominantly Bulgarian morphology. The features described here are characteristic only of the Transitional dialects within Bulgaria.

Shopi or Šopi (South Slavic: Шопи) is a regional term, used by a group of people in the Balkans. The areas traditionally inhabited by the Shopi or Šopi is called Shopluk or Šopluk (Шоплук), a mesoregion. Most of the region is located in Western Bulgaria, with smaller parts in Eastern Serbia and Eastern North Macedonia, where the borders of the three countries meet.

The majority of the Shopi (those in Bulgaria, as well in the Bulgarian territories annexed by Serbia in 1919) identify as Bulgarians, those in the pre-1919 territory of Serbia—as Serbs and those in North Macedonia—as ethnic Macedonians.

The history of Bulgaria during World War II encompasses an initial period of neutrality until 1 March 1941, a period of alliance with the Axis powers until 8 September 1944, and a period of alignment with the Allies in the final year of the war. With German consent, Bulgarian military forces occupied parts of the Kingdoms of Greece and Yugoslavia which Bulgarian irredentism claimed on the basis of the 1878 Treaty of San Stefano. Bulgaria resisted Axis pressure to join the war against the Soviet Union, which began on 22 June 1941, but did declare war on Britain and the United States on 13 December 1941. The Red Army entered Bulgaria on 8 September 1944; Bulgaria declared war on Germany the next day.

As an ally of Nazi Germany, Bulgaria participated in the Holocaust, contributing to the deaths of 11,343 Jews from the occupied territories in Greece and Yugoslavia. Though its native 48,000 Jews survived the war, they were subjected to discrimination. However, during the war, German-allied Bulgaria did not deport Jews from the core provinces of Bulgaria. Bulgaria's wartime government was pro-German under Bogdan Filov, Dobri Bozhilov, and Ivan Bagryanov. It joined the Allies under Konstantin Muraviev in early September 1944, then underwent a coup d'état a week later, and under Kimon Georgiev was pro-Soviet thereafter.