Olsson contested his first FIS race in February 2004. A year later he finished sixth in the Super-G at the 2005 European Youth Olympic Winter Festival . In 2006 he took part in a Junior World Championship for the first time and achieved sixth place in the Super-G as the best result. From the 2006/07 season he started in the European Cup . In January 2007 he became Swedish junior champion in slalom and giant slalom, in February he took part in the 2007 World Championships in Åre . He celebrated his first major international successes at the 2007 Junior World Championships in Altenmarkt : he won the silver medal in the downhill, the bronze medal in the giant slalom and fifth in the Super-G.
Since the 2007/08 season , Olsson started in the World Cup , but did not get into the points in his first season. The best result was 31st place in the super combined from Beaver Creek . At the Junior World Championships in 2008 in Formigal , he was able to surpass his previous year's successes: with third place in giant slalom, fourth place in downhill and tenth in slalom, he was junior world champion in combination. At the end of the season he won the Swedish championships in giant slalom and super-G. On February 28, 2009, Olsson got his first World Cup points in his 23rd World Cup race, the giant slalom of Kranjska Gora , finishing 26th. On April 1st, 2009 he became Swedish giant slalom champion for the second time and in 2010 he was able to repeat this success.
In November 2009, Olsson achieved a podium for the first time in a European Cup race and on February 11, 2010 he succeeded in his first European Cup victory, with which he finished fourth in the giant slalom classification in the 2009/10 season . In the World Cup, however, he remained without points all winter long. Only at the beginning of the 2010/11 season he was able to score again in the World Cup when he surprisingly reached twelfth place in the giant slalom of Beaver Creek with the fastest time in the second round. Two weeks later he achieved his first top 10 result with seventh place in the giant slalom on the Gran Risa Alta Badia . He achieved his best World Cup result of the winter with sixth place in the giant slalom in Kranjska Gora . At the 2011 World Championships in Garmisch-Partenkirchen , he won the bronze medal in the team competition with the Swedish team .
As in the previous year, Olsson achieved two top 10 results in the World Cup in the 2011/12 season and again a sixth place in the giant slalom in Kranjska Gora was his best result. While he was just under the top ten in the 2012/13 season , he did so three times in the 2013/14 season - when he was now concentrating exclusively on the giant slalom - with fourth place in St. Moritz as the best result. In contrast, the 2014/15 season was below average . In mid-September 2015, Olsson sustained a bruised bone in a summer training camp in Argentina . On closer inspection in Sweden, however, the injury was found to be significantly more serious. He had also suffered a cruciate ligament tear in his right knee and had to sit out the entire following season.
Olsson returned to racing in the 2016/17 season and showed his best performance ever. On January 29, 2017, he finished second in Garmisch-Partenkirchen ; It was the first giant slalom podium for a Swede since Fredrik Nyberg in March 2006. Six days later, a third place followed in Kranjska Gora . In the 2017/18 World Cup , he achieved six top 10 results. This included his only World Cup victory in the parallel giant slalom in Alta Badia on December 18, 2017. He stood on the World Cup podium for the last time on December 8, 2018 in Val-d'Isère . After not getting past eleventh place in the 2019/20 World Cup , he announced his retirement on March 14, 2020.
Sweden
