It can get really tough Signs that you might be overthinking include: Dwelling on past events or situations. Second-guessing decisions you've made. Replaying your mistakes in your mind. Rehashing challenging or uncomfortable conversations. Fixating on things you can't control, change or improve. Imagining the worst-case scenario or outcome. Asking yourself the wrong questions – including “Why do I overthink?” over and over – won't help you identify what's really going on in your thoughts or your life. They'll only facilitate more overthinking. Focus on solution-oriented questions that are proactive rather than those that trigger rumination.