TV-Series
Description
Isao Kondō is the chief of the Shinsengumi, the special police force of Edo, and stands as one of the most pivotal and beloved figures within the series. He is a man defined by a profound duality: a comedic, simple-minded stalker on one hand, and an honorable, courageous, and inspirational leader on the other. His full name is derived from Kondō Isami, the historical commander of the Shinsengumi during Japan's Bakumatsu period, a homage that grounds his role in tradition while the series subverts his appearance and behavior for comedic and dramatic effect. Physically, Kondō is a large and robust man, standing 184 cm tall and weighing 80 kg, with a strong, tanned face, brown hair, and a goatee that often leads to his common nickname, Gorilla, bestowed upon him by nearly everyone he meets.

Before the formation of the Shinsengumi, Kondō was the heir to a kendo dojo in the province of Bushū. In his childhood, he was a troublesome delinquent boy who was once expelled from his family's dojo. He was given guidance by a kind-hearted shrine priest or teacher, which inspired him to abandon his life of petty crime and reform himself. After this redemption, he returned to his family and resumed his training in swordsmanship under his father's tutelage. It was at his dojo that he met and befriended a young Toshirō Hijikata and Sōgo Okita, recognizing their talents and bringing them into his fold. This small group would eventually relocate from Bushū to Edo, transforming their brotherhood into the armed police organization known as the Shinsengumi, with Kondō as its founder and commander.

Kondō's personality is a study in contrasts that his subordinates admire precisely because of who he is at his core. Externally, he is often portrayed as the group's bumbling fool, a man with more enthusiasm than sense who frequently abandons his duties to engage in blatant, ridiculous stalker behavior directed at his love interest, Shimura Tae. He has openly confessed his love for her from atop a utility pole and carries her photograph with him at all times, refusing to use it even as toilet paper in an emergency. He is often seen naked, believing it to be a sign of a big heart, and is regularly subjected to Tae's brutal physical rejections. However, this comedic surface masks his true nature as the honorable soul of the Shinsengumi. He is described as pure, unsullied, and a genuinely good man who has an exceptional ability to see the good in others while willfully ignoring their flaws. He is warm, sociable, and never holds a grudge, preferring to trust in his comrades and accept them for who they are. It is this unwavering kindness, integrity, and lack of pretension that transformed a group of misfits and former delinquents into a fiercely loyal and disciplined force.

His primary motivation is twofold. On a personal level, he is driven by his relentless and sincere, albeit obsessive, love for Shimura Tae. Her simple kind words of encouragement were the catalyst for his feelings, and he pursues her with a tenacity that borders on mania, though his affections are genuine and he has demonstrated a willingness to sacrifice himself for her. On a professional and spiritual level, his motivation is to protect the Shinsengumi and uphold the honor of his men. He views himself not as a superior giving orders, but as the spiritual pillar around which the rest of the group gathers. He famously stated that his subordinates are the swords that protect him, the soul, and that as long as he exists, the Shinsengumi can never truly fall. His greatest fear is not his own death but losing the comrades who have chosen to follow him.

Within the story, Kondō serves as the heart of the Shinsengumi and a key ally to the Yorozuya. While he is nominally a law enforcement official, his relationship with the rogue samurai Sakata Gintoki evolves from rivalry to a deep mutual respect, with Kondō trusting Gintoki with the future of his men during his darkest hour. His most important relationships are with his two childhood friends, Hijikata and Okita. This trio forms an unbreakable bond, one where they correct each other's course with a punch if necessary, and their loyalty to Kondō is absolute. Hijikata, his vice-commander, often handles the gruff administrative work and expresses his loyalty through actions rather than words, while the sadistic Okita shows his respect by constantly trying to blow up or undermine his commander, secure in the knowledge that their friendship can survive any joke. He also serves under the formidable and eccentric government officer Matsudaira Katakuriko, who acts as a superior and occasional father figure who arranges disastrous political marriages for him.

Kondō undergoes significant development throughout the series, shifting from a character almost exclusively used for gags to a central figure in some of the most dramatic arcs. In the Shinsengumi Crisis arc, his trusting nature is exploited, but his purity of spirit wins the day. In the Farewell Shinsengumi arc, he chooses to accept a death sentence to protect his men from political purges. He is rescued and receives a large diagonal scar across his face from his waist, a permanent mark of his sacrifice and survival, solidifying his transition into a battle-hardened leader. In the final Silver Soul arc, after having temporarily retired to become an unlikely househusband, he returns to lead the charge in the final battle against the immortal Utsuro, delivering decisive blows alongside his lifelong comrades. In the comedic spin-off "Mr. Ginpachi's Zany Class" (Gintama: The Semi-Final and related material), Kondō is re-imagined as the head of the ethics committee, a position of authority he immediately abuses to continue his shameless pursuit of Tae, proving that even in an alternate universe, his defining traits remain unchanged.

Despite being frequently portrayed as the fool, Isao Kondō possesses formidable physical abilities. He is an exceptional swordsman whose fighting style focuses on overwhelming power and one-hit kill blows. Unlike the more technical styles of his subordinates, Kondō uses his immense strength to cleave through armor and shatter opponents' swords in a single stroke. During the Yagyū arc, despite suffering the comedic but debilitating handicap of having used sandpaper as toilet paper, he managed to defeat Tōjō Ayumu, the strongest of the Yagyū Four Devas, with a single strike. He has also displayed incredible raw physical strength, such as effortlessly restraining the superhuman Yato warrior Kagura with one arm and enduring attacks from giant creatures. While his strategic role often forces him to be protected as the group's leader, when he does enter combat, he proves himself to be a powerhouse capable of turning the tide of battle. Within the context of "Mr. Ginpachi's Zany Class," his notable ability is a meta one: his perverted behavior toward Tae is so persistent and extreme that it literally becomes one of the classroom's seven mysteries, cementing his role as the series' most dedicated troublemaker.