We are all ambivalent at every turn. “Should I skip class on this gorgeous spring day?” “Do I really want to marry Eric?” Despite being uncomfortable and unsettling, there are some forms of ambivalence that are appropriate and responsible. Even when they seem trivial and superficial, they reveal some of our deepest values, the self-images we would like to project. In this paper, I analyze collaborative ambivalence, the kind of ambivalence that arises from our identity-forming close relationships. The sources and (...) resolutions of collaborative ambivalence reveal how much of our thinking—and so also of our motivational structure—emerges from the details of our collaborative and dialogical engagements. The imaginative skills and strategies exercised in remaining justifiably of two minds—of preserving appropriate ambivalence—are central to practical reasoning. Because these skills provide models for addressing conflicts in the public sphere, because they prompt shared deliberation, they are among the civic virtues. (shrink)