The song "Now and Then When I Think About You" by Jacob Collier explores the theme of longing and reminiscing about a past love. The lyrics express the singer's inner conflict and frequency of thinking about someone they used to be involved with. The repetition of the line "Now and then I think about you" emphasizes the persistent presence of the person in the singer's thoughts. The singer confesses that they don't want to be constantly reminded of this person, indicating the struggle to move on and let go. The lyrics suggest a certain vulnerability and emotional weight attached to the memories of the past relationship. Overall, the song portrays a bittersweet sentiment of nostalgia and the ongoing impact of a past love on the singer's present state of mind. It captures the complex emotions associated with reminiscing about someone who is no longer in their life.