The song tells the story of a homeless man whom the protagonist calls his friend. The protagonist wonders where homeless people like his friend go, where they can escape the police and feel free. The lyrics describe the hardships of life on the streets, the envy of those with a roof over their heads, and the reality of poverty and the harshness of the rich. The chorus encourages one to live life to the fullest, despite the difficulties, and to cherish the friendship with the homeless brother.

The story of a song: Homeless Brother - Don McLean
https://radio.callmefred.com/en/song_story/homeless-brother-don-mclean/