quarterfinal of the season. He reached his first semifinal of the year defeating Aslan Karatsev in three sets and taking his revenge for his earlier in the year loss at the AO. In the semifinals he lost to eventual champion Casper Ruud. At the 2021 BNP Paribas Open in Indian Wells, Dimitrov reached the round of 16 for the first time in his career defeating en route qualifier Daniel Altmaier and then world No. 20 and 16th seed Reilly Opelka in straight sets with no breaks, taking his revenge for his earlier in the year loss to the American at the Canadian Open. In the fourth round, Dimitrov defeated World No. 2 and top seed Daniil Medvedev 4–6, 6–4, 6–3 to reach the quarterfinals. He came back from a set and a double-break down at 4–6, 1–4 to eliminate the reigning US Open champion and earn his first win over a Top 2 opponent since 2016. In the quarterfinals he defeated 8th seed Hubert Hurkacz rallying again from a set down to reach the semifinals for the first time in his career at this Masters. He then lost to Cameron Norrie in the semi-finals. At the 2021 Rolex Paris Masters, he defeated wildcard Richard Gasquet and 2018 champion Karen Khachanov in the second round, with the last set being 6–0. He lost to fourth seed Alexander Zverev in the round of 16. 2022: 350th tour-level win, Masters semifinal, 30th Top-10 win The season for Dimitrov began at the 2022 Melbourne Summer Set tournament, where he reached the semifinals, before losing to qualifier Maxime Cressy. Next, he participated in the 2022 Australian Open but he lost in the second round to Benoît Paire. At the 2022 Delray Beach Open following his second round win over Mitchell Krueger, Dimitrov became only the second man born in the ‘90s or later to reach 350 career wins, after Milos Raonic. He is the 130th man in the Open Era and the 22nd active player to do it. In March, Dimitrov reached the quarterfinals of the Indian Wells Masters before losing to 7th seed Andrey Rublev in straight sets. At the Monte-Carlo Masters he reached the semifinals with an upset against 4th seed Casper Ruud and again 11th seed Hubert Hurkacz. At the French Open, he lost in the third round to 15th seed Diego Schwartzman in straight sets, whom Dimitrov defeated also in straight