Oleg Maskaev has seven losses against seven opponents on his boxing record. For a list of Maskaev's best fights, refer to "Best fights of Oleg Maskaev".
On December 11, 2009 Oleg Maskaev faced off against Nagy Aguilera at age 40. He was coming in with a record of 36-7 (27), and Aguilera was 23 years old and with a record of 14-2 (9). Maskaev lost the fight via 1st-round TKO.
On March 8, 2008 Oleg Maskaev met Samuel Peter in a heavyweight (WBC) world-title defense fight. Maskaev was 39 years old and with a record of 34-6 (26), and Peter was 27 years old and with a record of 29-1 (22). Maskaev lost the fight via 6th-round TKO and lost the title.
On March 17, 2002 Oleg Maskaev faced off against Corey Sanders at age 33. He was coming in with a record of 22-5 (17), and Sanders was 27 years old and with a record of 22-6 (14). Maskaev lost the fight via 8th-round TKO.
On March 10, 2001 Oleg Maskaev faced off against Lance Whitaker in a heavyweight bout at age 32. He was coming in with a record of 20-4 (15), and Whitaker was 28 years old and with a record of 23-1 (19). Maskaev lost the fight via 2nd-round KO.
On October 7, 2000 Oleg Maskaev faced off against Kirk Johnson in a heavyweight bout at age 31. He was coming in with a record of 20-3 (15), and Johnson was 28 years old and with a record of 29-0-1 (21). Maskaev lost the fight via 4th-round KO.
On April 5, 1997 Oleg Maskaev faced off against David Tua in a heavyweight bout at age 28. He was coming in with a record of 10-2 (6), and Tua was 24 years old and with a record of 26-0 (22). Maskaev lost the fight via 11th-round TKO.
On February 24, 1996 Oleg Maskaev faced off against Oliver McCall at age 26. He was coming in with a record of 6-1 (3), and McCall was 30 years old and with a record of 26-6 (18). Maskaev lost the fight via 1st-round TKO.