Grailing is from New Brunswick and has held several positions in communications. She has written for Qwerty and Fathom and edited for Fathom. Grailing has previously worked for the New Brunswick Department of Post-Secondary Education, Training and Labour as an employment counsellor. She has also held several summer positions in communications with the provincial non-profit organization, the New Brunswick Environmental Network.
Grailing graduated from Dalhousie University with a BA and from McGill University with a MA, where she conducted research on imprisonment, prison resistance, as well as medical negligence in prisons.