Randy Crespo began dancing at age nine at the Cuban National Ballet School, where he won Second Place at the International Ballet Competition in 2009. Randy joined the National Ballet of Cuba under the direction of Alicia Alonso that same year. During his five seasons with the company, he performed in Swan Lake, Giselle, Don Quixote, Cinderella, The Sleeping Beauty, and The Nutcracker. 

In 2013, Crespo joined Cuban Classical Ballet of Miami, where he performed leading roles in Le Corsaire, Firebird, and Specter of the Rose. He later joined Ballet Arizona under the direction of Ib Andersen, where he performed many classical ballets, contemporary pieces, George Balanchine repertoire, and original works by Ib Andersen and Nayon lovino. Notable performances include Golden Idol in La Bayadère, Arabian Pas de Deux in The Nutcracker, and the Pas de Trois in Swan Lake, as well as Balanchine’s Four Temperaments and Western Symphony. 

Since joining Milwaukee Ballet, Crespo has danced as Sinbad in Scheherazade, James in La Sylphide, and King Oberon in A Midsummer Night’s Dream, was featured in Price Suddarth’s Strangeland, and performed the Esmeralda Pas de Deux. He has performed numerous roles in Michael Pink’s ballets, including Karl/the Prince in The Nutcracker, The Selfish Prince in Beauty and the Beast, Harker in Dracula, Siegfried in Swan Lake, and Phoebus in Hunchback of Notre Dame.