Prior to joining of Montreal, Dottie was in a local Athens, Ga band with James Huggins III called Lightning Bug vs. Firefly. Both Dottie and James joined of Montreal in 1998. Besides being a steady member of, of Montreal, she also played in Elephant 6 stalwarts Great Lakes.
In 1997, Dottie contributed to Kindercore's first Christmas in Stereo album under the My First Keyboard moniker. Three songs were recorded in the late nineties, and one of them would eventually be released on of Montreal's compilation "Horse & Elephant Eatery (No Elephants Allowed).