Todays critical discourses and theorizing vanguards agree on the importance of getting lost, of failure, of erring - as do life coaches and business gurus. The taste for a departure from progress and other teleologies, the fascination with disorder, unfocused modes of attention, or improvisational performances cut across wide swaths of scholarly and activist discourses, practices in the arts, but also in business, warfare, and politics. Yet often the laudable failures are only those that are redeemed by subsequent successes. What could it mean to think errancy beyond such restrictions? And what would a radical critique of productivity, success, and fixed determination look like that doesn't collapse into the infamous 'I would prefer not to'? This volume looks for an answer in the complicated word field branching and stretching from the Latin err¿re. Its contributions explore the implications of embracing error, randomness, failure, non-teleological temporalities across different disciplines, discourses, and practices, with critical attention to the ambivalences such an impossible embrace generates.