Here is a list of Gillespie's best fights. For a list of Gillespie's losses, refer to "Gregor Gillespie Losses".
On January 27, 2018 Gregor Gillespie faced off against Jordan Rinaldi in a lightweight bout at age 30. He was coming in with a record of 11-0 (9), and Rinaldi was 30 years old and with a record of 13-5 (9). Gillespie stopped Jordan Rinaldi via TKO.
On June 1, 2018 Gregor Gillespie faced off against Vinc Pichel in a lightweight bout at age 30. He was coming in with a record of 12-0 (10), and Pichel was 35 years old and with a record of 11-1 (8). Gillespie stopped Vinc Pichel via submission.
On April 8, 2017 Gregor Gillespie faced off against Andrew Holbrook in a lightweight bout at age 29. He was coming in with a record of 9-0 (7), and Holbrook was 31 years old and with a record of 12-1 (10). Gillespie stopped Andrew Holbrook via KO.
On January 19, 2019 Gregor Gillespie faced off against Yancy Medeiros in a lightweight bout at age 31. He was coming in with a record of 13-0 (11), and Medeiros was 31 years old and with a record of 15-5 (12). Gillespie stopped Yancy Medeiros via TKO.
On September 24, 2016 Gregor Gillespie faced off against Glaico França in a lightweight bout at age 28. He was coming in with a record of 8-0 (6). Gillespie won the fight via 3-round unanimous decision.
On September 16, 2017 Gregor Gillespie faced off against Jason Gonzalez in a lightweight bout at age 29. He was coming in with a record of 10-0 (8), and Gonzalez was 27 years old and with a record of 11-3 (11). Gillespie stopped Jason Gonzalez via submission.
On May 8, 2021 Gregor Gillespie faced off against Carlos Diego Ferreira in a lightweight bout at age 33. He was coming in with a record of 14-1 (12), and Ferreira was 36 years old and with a record of 17-3 (10). Gillespie stopped Carlos Diego Ferreira via TKO.
On June 3, 2016 Gregor Gillespie faced off against Sidney Outlaw in a lightweight bout at age 28. He was coming in with a record of 7-0 (6), and Outlaw was 24 years old and with a record of 5-2 (3). Gillespie won the fight via 3-round split decision.
On March 4, 2016 Gregor Gillespie faced off against Jose Mariscal in a lightweight bout at age 28. He was coming in with a record of 6-0 (6). Gillespie stopped Jose Mariscal via TKO.
