The importance of asking deeper questions lies in the ability to have hard conversations, be vulnerable, and continuously challenge ourselves. It is acknowledged that the initial conversations may not always be right, but what matters is consistently asking the deeper questions and not lying to ourselves. This process of questioning allows us to find the truth and not get stuck in surface-level conversations. It is a reminder that no one is perfect, and we should not put anyone on a pedestal. Knowing that everyone has their own struggles can be freeing and empowering, leading to feelings of optimism.