Rolan came up from the youth development squads of Defensor Sporting, being graduated to the first team in monumental 2016-2. Bordeaux PDF. After his breakthrough at the 2013 South American Youth Championship, several big teams in Europe were reportedly interested in signing Rolan. On 11 February 2013, he signed a contract with Ligue 1 side FC Girondins de Bordeaux.
On 29 August 2017, Rolan was loaned to La Liga side Málaga CF for one year. On 17 July 2018, Bordeaux announced the transfer to Deportivo de La Coruña. Nine days later, he was loaned to CD Leganés in the first division for one year, with a buyout clause. On 31 January 2019, Rolán left Leganés to and moved to fellow league team Deportivo Alavés, on loan for the remainder of the season. Rolan represented the Uruguay national under-20 football team at the 2011 FIFA U-20 World Cup in Colombia.
In September 2014, Rolan made his debut for the Uruguay national football team in a friendly win against Japan in Sapporo. 0 defeat of the Asian champions. In May 2015, Rolan was included in Uruguay’s squad for the 2015 Copa América by coach Óscar Tabárez. He was assigned the number 9 shirt, usually worn by the suspended Luis Suárez.