In the decades spanning the turn of the twentieth century Italian opera singing underwent a profound transformation and became ‘modern’. I explore the formative elements of this modernity and its long-term effects on the way we sing today through the paradigmatic case of the tenor Enrico Caruso. I frame Caruso’s vocal evolution within the rise of verismo opera, comparing selected recordings, reviews and the rules and aesthetic prescriptions contained in vocal treatises to show how his new vocalism differed from that of the old bel canto. To set Caruso’s achievement in context I also analyse recordings of two other tenors of the era: Giovanni Zenatello and Alessandro Bonci.