Kashiide was born in February 1915 in the seacoast town of Kashiwazaki, Kariwa District, Niigata Prefecture, Japan. In February 1934, he enrolled as a cadet in the Imperial Japanese Army flying school in Tokorozawa, Saitama. He graduated in November 1935, then entered fighter pilot school at Akeno Army Flying School northeast of Ise, Mie. His first squadron assignment was the 1st Rentai, probably flying the Kawasaki Ki-10 biplane. Kashiide was posted to China in July 1938 with the 59th Sentai, flying the Nakajima Ki-27 Type 97 "Nate" fighter, but he saw little action in the Hankou area. In September 1939, he fought in the final Battles of Khalkhin Gol in Mongolia. During one sortie on 15 September, he fought against eight Polikarpov I-16s, downing two then breaking from the remaining six by flying away at tree-top altitude. He claimed a total of seven aerial victories in Mongolia to become a flying ace. His air unit was ordered back to Hankou.