This work aims to reread life and work of Gonzaguinha from t he moleque s perspective that drives the artist s political pedagogical gesture by placing his guerreiro menino (warrior fighter/ labor kiddo in the main street of life and as protagonist of his artistic work. T o understand his life philosophy while praising his musical proposal of always start ing over, I choose to analy ze interviews, newspaper articles, biography, academic productions, songs, tracks and traces . In this search to perceive the knowledge delivered by the artist, I focus on the so present kid do s pontaneity learned from Gonzaguinha s boyhood experiences in the streets and alleys of Morro de São Carlos . Then I br ing out his position ing as an eternal apprentice as well the significance of his stories, daily lessons teachings, and learning s by en coun tering people down the road Thus, wishing to throw himself into a traveler s life , he faces multiple experiences , an d doubt s as the subject of experience always willing to take new turns and start all over again. Finally, I think of an art of starting aga in incarnated deeply in the life and work o Gonzaguinha , which is only possible because of his moleque s standing