The song "In Spite Of Me" by Holly Miranda is about the narrator reflecting on their relationship with someone they deeply care about, who has achieved success in their life despite any negative influence or impact the narrator may have had on them. In the lyrics, the narrator tells a stranger about this person, acknowledging their accomplishments with a mix of disbelief and pride. They have always believed that this person would succeed no matter what they tried, even in spite of any obstacles or negativity the narrator may have unintentionally caused. The narrator acknowledges their own shortcomings and takes responsibility for any negative impact they might have had on this person's journey. The second verse delves into the narrator's emotions and memories of the person they care about. They mention seeing them in their living room, feeling a sense of closeness but also a coldness between them. The narrator had hoped that this person would return to them, but acknowledges that such thoughts can be cruel. Overall, the song conveys a bittersweet mix of pride, regret, and longing for a connection with someone who has achieved great things despite any negative influence the narrator may have had. It represents a reflection on how the narrator's actions may have impacted their relationship and the continued admiration they have for this person's success.