This study re-examined the role of romantic relationship characteristics in unwanted pursuit behavior (UPB) perpetration. Relationship characteristics were investigated accounting for the role of breakup characteristics using data from 396 divorced adults and advanced count regressions. The main effects of former relationship characteristics (except conflict) did not contribute explained variance to the frequency of UPBs when controlling for significant breakup characteristics (initiator status and post-breakup negative affect). However, moderator analyses revealed significant effects of relationship satisfaction, alternatives, investments, and anxious attachment in interaction with initiator status and of relationship alternatives in interaction with post-breakup negative affect. These findings illustrate that the association between relationship characteristics and UPB perpetration is more complex than previously thought and are theoretically and clinically valuable. Abstract published by arrangement with Springer.