On 3 March 2020, Milano was appointed as the manager of Barracas Central, after Cristián Aldirico[es] resigned.[3] He left the role the following 26 January, being named sporting director of the first team while Rodolfo de Paoli was named manager.[4]
On 15 August 2022, Milano returned to managerial duties, after being named in charge of Barracas along with de Paoli.[5] The following 11 April, the duo left on a mutual agreement.[6]