I propose a novel view on hard choices. It broadens the concept to include not only ‘classic’ hard choices but also transformative and aspirational choices. I argue that a choice is hard when an individual does not have an all-things-considered reason to choose one option over another and the objects of choice are ultimate ends. Construing hard choices in this way supports and explains the widely held assumption that, when faced with hard choices, it is impermissible to choose arbitrarily. More (...) specifically, it shows that it is impermissible to choose arbitrarily by plumping, and yet legitimate to do so by picking. Understanding hard choices in the way I propose sheds light on the fact that there are moral and agential constraints that limit the space of permissible decision-making procedures when confronted with ‘classic’ hard, transformative, and aspirational choices. Delineating these constraints, in turn, can provide guidance to critically appraise current theories of practical rationality. (shrink)