The first episode is a discussion about how to survive and thrive in the workplace. Evelyn takes a personality test and Hannah, a psychiatrist, evaluates the results in real-time. The discussion covers the "big five" personality traits: conscientiousness, openness to experience, extroversion, neuroticism, and agreeableness. They also discuss how being assertive and negotiating can help one succeed in the workplace, and the challenges women face in being assertive and negotiating. The episode concludes with a conversation about teaching assertiveness and negotiating skills to young women.

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