"This Ol' Wheel" by Shooter Jennings is a song that tells a story of personal experiences, struggles, and perseverance. The lyrics depict various moments in the artist's life, each representing a different phase and challenge. The song begins with a nostalgic reminiscence of the past, where the narrator recalls listening to his father and Johnny Cash, enjoying the freedom of youth. However, despite this carefree time, the narrator finds himself involved in a complicated relationship where the person he loves is still connected to someone else. He eventually realizes the futility of the situation and leaves, despite the heartache it causes him. Moving forward in time, the song jumps to around 2003, with the narrator standing on the corner of Hollywood and Vine, dreaming of success in the music industry. However, his dreams are not easily attained, as he faces constant obstacles and setbacks. Despite the difficulties, the narrator reflects on the friendships and support he has gained along the way. In the final part of the song, the narrator faces a life-threatening event, symbolized by the character Ah Pook holding a gun to his head. In this moment, the narrator reaffirms his determination and the strength of his relationships. He emphasizes that he and his friends would do anything to protect what they love, just as their families did before them. The lyrics suggest that they have chosen a challenging path, symbolized by the "long and winding road" and the "dark horse," but they are willing to endure and continue until the end. Overall, "This Ol' Wheel" conveys themes of perseverance, the complexities of relationships, the pursuit of dreams, and the power of friendship and loyalty. It reflects the ups and downs of life's journey, encouraging resilience and determination in the face of obstacles.