In 1990 he appeared in all four Grand Slams, for the first time in his career, but was unable to progress past the first round in any of them. His best performances on the tour came at Rotterdam, Singapore and Tokyo, where he made the quarter-finals. In Tokyo he defeated world 6 Andrés Gómez, the second time in their two meetings that he had got the better of the Ecuadorian, having also beaten him at Basel in 1982.[2]
He was appointed coach of five time Grand Slam winner Maria Sharapova in late 2010, having previously had success coaching Tommy Haas and Li Na, who were both top 10 players under his tutelage.[3] The pair ended their relationship shortly after Sharapova's second round loss to Michelle Larcher de Brito at the 2013 Wimbledon Championships.[4]
Högstedt was the coach of former Wimbledon finalist Eugenie Bouchard from December 2016 to September 2017, whom he also coached from October 2015 until April 2016.[5][6][7][8] He was also the coach of American Madison Keys from May to December 2016.[9][10] As of 2018, he was back coaching Maria Sharapova starting before the clay court season. He also coached Jeļena Ostapenko on a trial basis in 2020.[11]