Since the Bolshaya Pisarevka County had lain outside the Pale of Settlement prior to the Russian Revolution of 1917, the village of Bolshaya Pisarevka was virtually uninhabited by Jews, unlike other parts of the Sumy District.
The Wehrmacht occupied Bolshaya Pisarevka on October 18, 1941.
That same month, German soldiers killed forty-seven local civilians, including three Jews.
The Red Army liberated Bolshaya Pisarevka on August 7, 1943.