Esham's song "Skyscraper" is a complex and multi-dimensional track that delves into various themes and experiences. It begins with the artist waking up in the morning with thoughts focused on acquiring wealth and accumulating stacks of money. The reference to the "Empire State line" and "Skyscraper" symbolizes the desire for immense financial success. The lyrics then transition to Esham describing his wild lifestyle, partying with two women, possibly suggesting a hedonistic and indulgent lifestyle. While one woman is portrayed as seeking pleasure in destructive behavior, Esham strives to do what is right and resist such temptations. The song takes a darker turn as Esham reflects on the struggles he faces, like feeling on the edge of life, navigating dangerous situations with the metaphorical butcher's knife. He feels lost in darkness and prays for guidance from Jesus Christ, acknowledging his imperfect ways and seeking forgiveness. The lyrics take a surprising and controversial turn with the inclusion of quotes that seem to defend slavery. These quotes mistakenly attribute the acceptance of slavery to the holy scriptures, particularly the Bible. However, it is crucial to note that these beliefs put forth in the song are historically inaccurate and ethically problematic. The overall meaning of "Skyscraper" can be interpreted as a reflection on the pursuit of wealth, internal struggles, and the desire for spiritual redemption. It combines personal experiences and societal commentary, showcasing Esham's introspective and thought-provoking lyrical style.