[3] He made his first team debut for on 5 May of the following year, coming on as a second-half substitute for goalscorer Renato César in a 1–0 Uruguayan Segunda División away win against Central Español.

Olivera scored his first goal in the top tier on 22 February 2020, netting the equalizer in a 3–2 win at Boston River, and was an important unit in Rentistas' start of the campaign, as his club won five of their first ten league matches.

On 15 September 2020, Olivera moved abroad for the first time in his career, after signing a five-year deal with Spanish Segunda División side UD Almería for a rumoured fee of €2 million.

On 3 May 2021, he returned to his home country after agreeing to a one-year loan deal with Uruguayan Primera División club Peñarol.

On 4 August 2023, Olivera joined Major League Soccer side Los Angeles FC.