Here is a list of Maskaev's best fights. For a list of Maskaev's losses, refer to "Oleg Maskaev Losses".
On November 6, 1999 Oleg Maskaev faced off against Hasim Rahman at age 30. He was coming in with a record of 18-2 (13), and Rahman was 26 years old and with a record of 31-1 (26). Maskaev stopped Hasim Rahman via KO.
On September 27, 1997 Oleg Maskaev faced off against Alex Stewart at age 28. He was coming in with a record of 11-2 (7), and Stewart was 33 years old and with a record of 41-6 (39). Maskaev stopped Alex Stewart via TKO.
On August 12, 2006 Oleg Maskaev fought Hasim Rahman in a heavyweight world-title fight for Rahman's WBC title. Maskaev was 37 years old and with a record of 33-5 (26), and Rahman was 33 years old and with a record of 41-5-2 (33). Maskaev stopped Hasim Rahman via 12th-round TKO and is crowned the new heavyweight world champion.
On November 4, 2013 Oleg Maskaev faced off against Danny Williams at age 44. He was coming in with a record of 39-7 (28), and Williams was 40 years old and with a record of 44-18 (33). Maskaev won the fight via 10-round unanimous decision.
On October 2, 1998 Oleg Maskaev faced off against Toakipa Tasefa in a heavyweight bout at age 29. He was coming in with a record of 14-2 (10). Maskaev stopped Toakipa Tasefa via KO.
On November 27, 2003 Oleg Maskaev faced off against Julius Francis at age 34. He was coming in with a record of 27-5 (22), and Francis was 38 years old and with a record of 23-14-1 (12). Maskaev stopped Julius Francis via TKO.
On May 20, 1999 Oleg Maskaev faced off against Shane Sutcliffe in a heavyweight bout at age 30. He was coming in with a record of 17-2 (12). Maskaev stopped Shane Sutcliffe via TKO.