Here is a list of Osawa's best fights. For a list of Osawa's losses, refer to "Shigeki Osawa Losses".
On September 30, 2012 Shigeki Osawa faced off against Hiroyuki Abe at age 26. He was coming in with a record of 8-3-2 (4), and Abe was 42 years old and with a record of 8-14-3 (5). Osawa stopped Hiroyuki Abe via TKO.
On April 5, 2009 Shigeki Osawa faced off against Hideo Matsui at age 22. He was coming in with a record of 1-0 (0). Osawa won the fight via 2-round unanimous decision.
On October 3, 2010 Shigeki Osawa faced off against Masaomi Saito at age 24. He was coming in with a record of 6-1 (2). Osawa stopped Masaomi Saito via TKO.
On July 26, 2015 Shigeki Osawa faced off against Caol Uno at age 29. He was coming in with a record of 14-6-3 (8), and Uno was 40 years old and with a record of 32-17-5 (18). Osawa stopped Caol Uno via TKO.
On January 25, 2015 Shigeki Osawa faced off against Wataru Miki at age 28. He was coming in with a record of 13-6-3 (7), and Miki was 34 years old and with a record of 21-13-5 (12). Osawa won the fight via 3-round unanimous decision.
On January 22, 2012 Shigeki Osawa faced off against Young Sam Jung at age 25. He was coming in with a record of 7-2-2 (3). Osawa stopped Young Sam Jung via TKO.
On March 7, 2010 Shigeki Osawa faced off against Kyung Ho Kang at age 23. He was coming in with a record of 5-1 (1). Osawa won the fight via 3-round unanimous decision.
