Iskander operational-tactical missile system of the Russian 92nd missile brigade. Photo: Vadim Grishankin wikimedia.org Following the war in Karabakh, Armenia and Azerbaijan finally signed a ceasefire agreement in November 2020 with the help of Russian President Vladimir Putin. However, recent political developments in both countries indicate that certain military manoeuvres in the last phases of the war will come back to haunt the trilateral agreement. These issues could increase uncertainty for all sides. Alongside Azerbaijan’s accidental shootdown of a Russian helicopter and Armenia’s purported missile launch against Baku just a few hours before the ceasefire, the possible use of Russia-made Iskander missiles against Azerbaijani targets in