Here is a list of Nakao's best fights. For a list of Nakao's losses, refer to "Jutaro Nakao Losses".
On October 30, 2004 Jutaro Nakao faced off against Daisuke Nakamura in a welterweight bout at age 33. He was coming in with a record of 17-9-2 (15), and Nakamura was 24 years old and with a record of 8-5 (8). Nakao stopped Daisuke Nakamura via TKO.
On September 28, 2001 Jutaro Nakao faced off against Tony DeSouza in a lightweight bout at age 30. He was coming in with a record of 11-7-2 (9), and DeSouza was 27 years old and with a record of 4-0 (3). Nakao stopped Tony DeSouza via KO.
On September 18, 1998 Jutaro Nakao faced off against Koichi Tanaka in a welterweight bout at age 27. He was coming in with a record of 6-3-1 (6), and Tanaka was 26 years old and with a record of 1-1-1 (1). Nakao stopped Koichi Tanaka via submission.
On February 2, 1999 Jutaro Nakao faced off against Pat Miletich in a welterweight bout at age 28. He was coming in with a record of 7-3-1 (6), and Miletich was 30 years old and with a record of 22-1-2 (17). Nakao stopped Pat Miletich via choke-out.
On December 16, 2001 Jutaro Nakao faced off against Takuya Wada in a lightweight bout at age 31. He was coming in with a record of 12-7-2 (10), and Wada was 23 years old and with a record of 8-0-2 (4). Nakao stopped Takuya Wada via submission.
On May 19, 2008 Jutaro Nakao faced off against Shigetoshi Iwase in a welterweight bout at age 37. He was coming in with a record of 21-13-4 (16). Nakao won the fight via 2-round unanimous decision.
On October 30, 2004 Jutaro Nakao faced off against Shinya Aoki in a lightweight bout at age 33. He was coming in with a record of 16-9-2 (14). Nakao stopped Shinya Aoki via KO.
On December 24, 2017 Jutaro Nakao faced off against Yuki Kondo in a welterweight bout at age 47. He was coming in with a record of 26-19-4 (19), and Kondo was 42 years old and with a record of 60-33-9 (36). Nakao stopped Yuki Kondo via TKO.
On January 24, 2010 Jutaro Nakao faced off against Yuki Ito in a lightweight bout at age 39. He was coming in with a record of 23-15-4 (17). Nakao won the fight via 3-round unanimous decision.
On July 3, 2004 Jutaro Nakao faced off against Kenji Arai in a lightweight bout at age 33. He was coming in with a record of 15-9-2 (13). Nakao stopped Kenji Arai via submission.
