Have you exhausted yourself living? That is the question Peter posed to Sydney Wright when she found herself at the gates of Heaven. A once vivacious woman, Sydney had dreams of becoming a renowned writer, but the untimely death of her sister in a car crash while she was at the wheel dashed those aspirations. Guilt-ridden, Sydney is living half a life avoiding her feelings for her best friend, Liam and writing books destined to be sold in the greeting card section. Her newest book Eleven Things to do Before you go to Heaven becomes the fodder of a challenge issued by Peter. Sydney would have year to tackle eleven things that would challenge and make her think about the person she allowed herself to become after her sister's death. In the year that follows Sydney finds herself in some hilarious and life-affirming situations that cause her to question the very foundations of the life she has created for herself. Will it be enough though? Will she admit her feelings for Liam? What will happen when she meets Peter again? But most importantly, will she have exhausted herself living?