Here is a list of Bailey's best fights. For a list of Bailey's losses, refer to "Shamar Bailey Losses".
On November 7, 2009 Shamar Bailey faced off against John Kolosci in a welterweight bout at age 27. He was coming in with a record of 11-1 (6), and Kolosci was 34 years old and with a record of 12-5 (7). Bailey won the fight via 3-round unanimous decision.
On August 16, 2009 Shamar Bailey faced off against Raymond Jarman in a welterweight bout at age 26. He was coming in with a record of 10-1 (6). Bailey stopped Raymond Jarman via TKO.
On June 4, 2011 Shamar Bailey faced off against Ryan McGillivray in a welterweight bout at age 28. He was coming in with a record of 12-3 (6). Bailey won the fight via 3-round unanimous decision.