Much has been written on whether practical knowledge (knowledge-how), i.e., knowledge ascriptions embedding a how-to question, reduces to propositional knowledge (knowledge-that), i.e., knowledge ascriptions embedding a that-clause. Less attention has been paid to knowledge ascriptions embedding other infinitival questions, like knowing what to do, where to meet, when to leave, and who to invite—what we call deliberative knowledge (knowledge-to). We argue against reducing deliberative knowledge to propositional knowledge, whether or not a similar reduction for practical knowledge is successful. Knowledge-to, unlike knowledge-that and knowledge-how, requires the agent to have formed certain conditional intentions. We offer an analysis of deliberative knowledge that captures this as well as explains some of the conflicting data around such ascriptions. Time-permitting, we’ll discuss some of the philosophical implications for knowledge-how, practical questions, and virtue.