Nagayoshi became an intelligent and brave busho (Japanese military commander) left a lot of military exploits as a vassal of the Hosokawa clan, including at the suppression of Nagamasa KIZAWA (the battle of the Taihei-ji Temple), battles against Ujitsuna HOSOKAWA and Naganori YUSA.
長慶は長じて智勇兼備の武将に成長し、細川氏の家臣として木沢長政討伐（太平寺の戦い）をはじめ、細川氏綱や遊佐長教らとの戦いで多くの武功を発揮した。