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 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 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 November 29, 1997 Jutaro Nakao faced off against Steve Nelson at age 26. He was coming in with a record of 4-2-1 (4). Nakao stopped Steve Nelson via submission.
On September 29, 2012 Jutaro Nakao faced off against Doo Jae Jeong in a lightweight bout at age 41. He was coming in with a record of 24-17-4 (18). Nakao stopped Doo Jae Jeong via submission.
On August 4, 2006 Jutaro Nakao faced off against Kousei Kubota in a welterweight bout at age 35. He was coming in with a record of 20-10-3 (16). Nakao stopped Kousei Kubota via TKO.
On October 19, 2014 Jutaro Nakao faced off against Hidetora Hidetora in a welterweight bout at age 43. He was coming in with a record of 25-18-4 (18). Nakao won the fight via 3-round unanimous decision.