In 1997, at age 17, Grace dropped out of high school and began writing songs, naming the musical project Against Me!. Moving to Gainesville, Florida, at 18, she began performing as Against Me!, either alone on an acoustic guitar or with friend Kevin Mahon accompanying by drumming on pickle buckets. Her songs drew influence from early acoustic protest music, covering topics such as class struggle. Early Against Me! shows were played at dive bars, laundromats, and anywhere else that would allow Grace to perform, to audiences of a few or even zero. Making ends meet by working odd jobs, dumpster diving, selling blood plasma, and living in a low-rent house with twelve roommates across the street from an experimental waste dump, Grace also volunteered with nonprofit socialist groups such as Food Not Bombs. She was arrested again at 18 for obstruction of justice and resisting arrest without violence: "I was picking up . He was like, 'Pop the trunk—I want to throw some stuff in there.' I was waiting in the car and I saw two cop cars come up behind me. I got out and they had my friend on the ground. I went up to the first officer I saw and said, 'Excuse me, officer, what's going on?' He's like, 'Down on the ground—you're going to jail.' I started to ask another question and he grabbed me, slammed me into the cop car, and arrested me."