Dominic Thiem was the defending champion, but lost in the quarterfinals to Fernando Verdasco.
The 2018 French Open – Men's Singles Qualifying was a series of tennis matches which took place 21 May 2018 to 25 May 2018 to determine the sixteen qualifiers into the main draw of the 2018 French Open – Men's singles. Eight competitors also qualified as lucky losers.
David Ferrer was the defending champion, but lost in the second round to Casper Ruud.
The 2019 Rio Open was a professional men's tennis tournament played on outdoor clay courts. It was the sixth edition of the Rio Open, and formed part of the ATP Tour 500 series of the 2019 ATP Tour. It took place in Rio de Janeiro, Brazil between February 18 and 24, 2019.
This was the first edition of the tournament.
Dominic Thiem was the defending champion, but lost to Diego Schwartzman in the semifinals.
Dominic Thiem defeated Roger Federer in the final, 3–6, 6–3, 7–5 to win the men's singles tennis title at the 2019 Indian Wells Masters. It was his maiden ATP Tour Masters 1000 title, and he became the first Austrian to win a Masters title since Thomas Muster won the 1997 Miami Open.
Roger Federer defeated the defending champion John Isner in the final, 6–1, 6–4 to win the men's singles tennis title at the 2019 Miami Open. It was Federer's fourth Miami Open title, his 28th and final Masters singles title, and his 101st career singles title overall.
Fabio Fognini was the defending champion, but he chose to compete in Umag instead.
Roger Federer was the two-time defending champion and successfully defended his title, defeating Alex de Minaur in the final, 6–2, 6–2. He did not lose a single set in the entire tournament. The victory made Federer the first player in ATP history to win 10 same tournament titles on two different surfaces. It was his 103rd and final ATP title before announcing his retirement in 2022.
Juan Ignacio Londero was the defending champion, but lost to Laslo Đere in the quarterfinals.
Fabio Fognini was the champion in 2014, when the event was last held, but chose to compete in Dubai instead.
Novak Djokovic defeated Diego Schwartzman in the final, 7–5, 6–3 to win the men's singles tennis title at the 2020 Italian Open. It was his fifth Italian Open title and record 36th Masters 1000 title overall. Djokovic entered his 287th week as world No. 1 following the tournament.
Diego Schwartzman defeated Francisco Cerúndolo in the final, 6–1, 6–2 to win the men's singles tennis title at the 2021 Argentina Open.
Casper Ruud defeated the defending champion Diego Schwartzman in the final, 5–7, 6–2, 6–3 to win the singles title at the 2022 Argentina Open.
Carlos Alcaraz defeated Diego Schwartzman in the final, 6–4, 6–2 to win the singles title at the 2022 Rio Open. Alcaraz became the youngest winner of an ATP Tour 500 event since the category was created in 2009.
Defending champion Stefanos Tsitsipas defeated Alejandro Davidovich Fokina in the final, 6–3, 7–6(7–3) to win the singles tennis title at the 2022 Monte-Carlo Masters. He became the sixth player to win consecutive titles at the Monte-Carlo Masters in the Open Era. The win also earned him his second Masters 1000 title and his eighth career singles title overall.
Carlos Alcaraz defeated Pablo Carreño Busta in the final, 6–3, 6–2 to win the singles tennis title at the 2022 Barcelona Open. Alcaraz saved two match points en route to the title, in the semifinals against Alex de Minaur. With the win, Alcaraz entered the top 10 in rankings for the first time in his career, becoming the youngest man to do so since Rafael Nadal in 2005.
Defending champion Casper Ruud defeated Matteo Berrettini in the final, 4–6, 7–6(7–4), 6–2 to win the singles tennis title at the 2022 Swiss Open Gstaad.
Laslo Đere 
Félix Auger-Aliassime 
