Here is a list of Monson's best fights. For a list of Monson's losses, refer to "Jeff Monson Losses".
On July 8, 2006 Jeff Monson faced off against Anthony Perosh in a heavyweight bout at age 35. He was coming in with a record of 23-5 (15), and Perosh was 33 years old and with a record of 5-1 (5). Monson stopped Anthony Perosh via TKO.
On September 22, 2000 Jeff Monson faced off against Tim Lajcik at age 29. He was coming in with a record of 6-2 (2), and Lajcik was 35 years old and with a record of 5-3-1 (5). Monson won the fight via 2-round unanimous decision.
On February 4, 2006 Jeff Monson faced off against Branden Lee Hinkle in a heavyweight bout at age 35. He was coming in with a record of 21-5 (14), and Hinkle was 32 years old and with a record of 13-6 (12). Monson stopped Branden Lee Hinkle via choke-out.
On March 14, 1998 Jeff Monson faced off against Cy Cross at age 27. He was coming in with a record of 2-0 (1). Monson stopped Cy Cross via submission.
On November 15, 2012 Jeff Monson faced off against Alexander Emelianenko in a heavyweight bout at age 41. He was coming in with a record of 47-13-1 (30), and Emelianenko was 31 years old and with a record of 21-5 (18). Monson stopped Alexander Emelianenko via submission.
On April 5, 2009 Jeff Monson faced off against Sergei Kharitonov in a heavyweight bout at age 38. He was coming in with a record of 31-8 (20), and Kharitonov was 28 years old and with a record of 17-4 (16). Monson stopped Sergei Kharitonov via submission.
On April 8, 2007 Jeff Monson faced off against Kazuyuki Fujita in a heavyweight bout at age 36. He was coming in with a record of 24-6 (16), and Fujita was 36 years old and with a record of 14-5 (11). Monson stopped Kazuyuki Fujita via submission.
On November 21, 1997 Jeff Monson faced off against Luther Norberg at age 26. He was coming in with a record of 1-0 (0). Monson won the fight via 1-round unanimous decision.
On April 15, 2006 Jeff Monson faced off against Márcio Cruz in a heavyweight bout at age 35. He was coming in with a record of 22-5 (14), and Cruz was 27 years old and with a record of 2-0 (2). Monson won the fight via 3-round split decision.
On September 27, 2008 Jeff Monson faced off against Mark Kerr in a heavyweight bout at age 37. He was coming in with a record of 26-8 (17), and Kerr was 39 years old and with a record of 15-9 (10). Monson stopped Mark Kerr via submission.