The podcast episodes discuss how common dating expectations, such as the idea of 'right person, wrong time', can create unrealistic standards and challenges in relationships.

The hosts express concerns about the potential for these unrealistic expectations to lead to disenfranchisement and radicalization, particularly among young men, and encourage listeners to manage their expectations, communicate openly, and focus on personal growth and self-respect.E763 Ask Nick - Flirting With an NHL Player and 56: Timing (wrong person right time, age gaps) getting comfortable being uncomfortable and how to handle 'what ifs' in dating and during a breakup! both examine these themes in detail.