In 2012, Oliver founded CarJump, a carsharing aggregator that bundled carsharing providers in into a single app. The company was successfully sold to PSA (Peugeot) in 2016, and the app was renamed "FREE2MOVE". Oliver has previously worked for the management consulting firm KEARNEY as well as the ride pooling provider MOIA in the Strategy and M&A Team before joining MILES as CEO in 2019.