“I knew you were trouble when you walked in,” sings Taylor Swift in her song I Knew You Were Trouble (IKYWT). But what, exactly, does Swift know? And how does she know it? This paper considers three possible interpretations. The first interpretation considers whether Swift is simply profiling or stereotyping her would-be suiter. The second interpretation considers whether Swift is actually making a self-knowledge claim--where what is claiming to know is something about herself. Finally, the third interpretation considers whether we should take Swift at face-value. When Swift says she "knew you were trouble when you walked in," she meant it. Indeed, women and other minorities are socially conditioned to be attenuated to body language and other non-verbal cues that help keep them safe. Swift's claim, therefore, may not simply be a morally problematic instance or stereotyping, or a claim about her self-knowledge (which is somewhat unsupported by the lyrics); rather, Swift's claim to know you were trouble helps reveal shortcomings in popular contemporary accounts of epistemology. Shortcomings that can be corrected by thinking about claims like the one Swift makes here.