When Jejune begins to question how conflicting theories can all be true, the ruling Illuminati brand him a troublemaker. Miserable and longing for something more from life, he leaves his home in Lofty Thought, seeking out Wisdom.

Things get complicated when he meets Worldly Wisdom and her sister, Heavenly. In the Valley of Shadow, dangers and temptations await. Ethereal shadows hurl fiery darts that send an injured Jejune off course, but danger isn't always so obvious.

To make matters worse, Jejune learns that he has the Condition; no one with it can be granted citizenship to the Eternal City. His friends Understanding, Prudence and Humility help him see there's only one answer. But can he follow the Narrow Way and find Truth?