Where electoral constraints are relatively binding, election seasons constitute profound threats to autocratic survival. Regular elections offer citizens an opportunity to vote against the regime and a focal moment to coordinate mass protests. These electoral propaganda campaigns are critical for regime survival, yet, precisely because they recur, are easiest for citizens to discount. We refer to this tension as the propagandist’s dilemma, and it is acute where autocrats confront relatively binding electoral constraints. To understand how autocrats manage the propagandist’s dilemma, we combine our data with field research in Congo. These propaganda campaigns, we find, begin months before election day, slowly build, and attempt to simultaneously cast the electoral outcome as uncertain and yet prepare citizens to accept the autocrat’s “legitimate” victory. Where autocrats confront no electoral constraints, by contrast, the propaganda spike occurs immediately before election day, and in some cases the post-election spike is even greater.