She is the owner and manager of Wiggle High5. Gilmore previously rode for Gordhandas Sunderdas Safi-Pasta Zara-Manhattan. She splits her time between the road circuit and the track World Cup.
Gilmore is often referred to in the media as the "bridesmaid", as she constantly finished runner-up in many events.
In her teens she competed in Track Cycling (Velodrome) but has specialised in road racing for more than 10 years. In addition to founding Wiggle-Honda, in January 2015 Gilmore announced the launch of the High5 Dream Team, an Australian women"s team competing in Australia"s National Road Series aiming to help riders progress to road racing in Europe and to fill a gap created by Cycling Australia suspending its women"s development programme due to financial problems.
In a blogpost for cyclingnews.com in November 2015 Gilmore announced that she had retired from competition.