The league was founded as "Grand Raggidy Roller Girls" by Tricia "The Vindicator" Woolfenden and Katy "Shutter Speed" Batdorff[3] in 2005.[4] The first public game for Grand Raggidy was held in April 2006 with over 2,000 fans in attendance at the DeltaPlex Arena.[4] Since as far back as 2009, Grand Raggidy has held its home games at Rivertown Sports, with exceptions in 2013 when the venue was flood-damaged.[5]
Four of the league's skaters appeared as themselves in the movie Whip It!: Dot Matrix, Shutter Speed, Tamara Hurtsworse, and Jackie Daniels, who was recruited after skating for the mixed-league "Team Awesome" in Los Angeles.[6]
In 2015, Grand Raggidy updated its name from "Roller Girls" to "Roller Derby", as part of its tenth anniversary season and recognizing the contributions of its members.[1]
After missing WFTDA Playoffs from 2010–12, Grand Raggdiy qualified for Division 1 Playoffs in 2013, and went 1-2 as the tenth seed in Fort Wayne and finished in ninth place courtesy of a 186-134 victory over Bleeding Heartland.[11] In 2014, Grand Raggidy competed at Division 2 Playoffs in Kitchener-Waterloo, Ontario as the tenth seed and went winless to finish in tenth.[12] Grand Raggidy missed Playoffs in 2015 but returned to Division 2 in 2016[13] as the tenth seed in Lansing, Michigan, but again went winless and finished in tenth place.[14]