332: Serena Kerrigan: What We Get Wrong About Confidence, Rejection, & Being “Too Much”

Serena Kerrigan built an entire brand around confidence. But after realizing that the larger-than-life “Serena F*cking Kerrigan”'s persona was also a way to protect herself, Serena is now redefining what confidence actually looks like. Serena joins Josie for an unfiltered conversation about modern dating, self-worth, and how to shift your focus from getting someone to choose you to learning how to choose for yourself. She explains why a crush might just be a lack of information, how fear of being “too much” shapes the way we show up in our careers and relationships, and how to tell the difference between settling and simply letting go of the superficial checklist. This conversation goes far beyond dating, Serena gets vulnerable about the insecurities underneath her famous confidence, what her healthy relationship taught her about herself, and why becoming more confident has actually meant becoming softer. Plus, she and Josie talk career audacity, getting comfortable with rejection, why women need to ask for what they want, and Serena’s philosophy that something is only “cringe” until it works.