The chapter describes the role of suppositions in conditional thinking, from everyday decision-making to mathematical proof, and the cognitive role of imagination in developing the consequences of suppositions. It proposes that the primary way of assessing a conditional ‘If A, C’ is to suppose A and on that basis assess C; whatever attitude you take to C conditionally on A (such as acceptance, rejection, or something in between) take unconditionally to ‘If A, C’; this corresponds to the Ramsey Test or Suppositional Rule. Such offline assessment’s similarities to, and differences from, online updating on new information are discussed. Other ways of assessing ‘If A, C’ are also considered, including experimental testing by making A true, and reliance on memory or testimony without new first-hand testing.