| Nov 1, 2023 | vs Daniel Altmaier | Paris Masters 2023 · R32 | L | match → |
| Oct 30, 2023 | vs Sebastian Baez | Paris Masters 2023 · R64 | W 6-1 6-4 | match → |
| Oct 19, 2023 | vs Shintaro Mochizuki | Japan Open 2023 · R16 | L 6-0 4-6 6(2)-7(7) | match → |
| Oct 17, 2023 | vs Cameron Norrie | Japan Open 2023 · R32 | W 6-4 6-3 | match → |
| Oct 8, 2023 | vs Diego Schwartzman | Shanghai Masters 2023 · R32 | L 6-4 3-6 7(7)-6(5) | match → |
| Oct 7, 2023 | vs Yosuke Watanuki | Shanghai Masters 2023 · R64 | W 6(2)-7(7) 7(8)-6(6) 4-6 | match → |
| Sep 5, 2023 | vs Novak Djokovic | US Open 2023 · Quarterfinal | L 1-6 4-6 4-6 | match → |
| Sep 4, 2023 | vs Dominic Stricker | US Open 2023 · R16 | W 6(2)-7(7) 4-6 4-6 | match → |
| Sep 2, 2023 | vs Jakub Mensik | US Open 2023 · R32 | W 1-6 2-6 0-6 | match → |
| Aug 31, 2023 | vs Pablo Varillas Juan | US Open 2023 · R64 | W 1-6 2-6 2-6 | match → |
| Aug 29, 2023 | vs Spencer Johnson | US Open 2023 · R128 | W 2-6 1-6 2-6 | match → |
| Aug 19, 2023 | vs Novak Djokovic | Cincinnati Open 2023 · Quarterfinal | L 0-6 4-6 | match → |
| Aug 18, 2023 | vs Dusan Lajovic | Cincinnati Open 2023 · R16 | W 0-5 | match → |
| Aug 16, 2023 | vs Lorenzo Sonego | Cincinnati Open 2023 · R32 | W 4-6 6(1)-7(7) | match → |
| Aug 15, 2023 | vs Jiri Lehecka | Cincinnati Open 2023 · R64 | W 6(14)-7(16) 2-6 | match → |
| Aug 11, 2023 | vs Alex De Minaur | Canadian Open 2023 · R16 | L 6(7)-7(9) 6-4 1-6 | match → |
| Aug 9, 2023 | vs Ugo Humbert | Canadian Open 2023 · R32 | W 7(9)-6(7) 3-6 6-3 | match → |
| Aug 5, 2023 | vs Tallon Griekspoor | Washington Open 2023 · Semifinal | L 6-3 3-6 2-6 | match → |
| Aug 5, 2023 | vs Jordan Thompson | Washington Open 2023 · Quarterfinal | W 6-3 6-3 | match → |
| Aug 4, 2023 | vs A Murray | Washington Open 2023 · R16 | W 6(2)-7(7) 6-3 6-4 | match → |
| Aug 3, 2023 | vs Zachary Svajda | Washington Open 2023 · R32 | W 6-3 6-3 | match → |
| Jul 6, 2023 | vs Mikael Ymer | Wimbledon 2023 · R64 | L 3-6 2-6 6-3 6-4 6-2 | match → |
| Jul 5, 2023 | vs Yannick Hanfmann | Wimbledon 2023 · R128 | W 4-6 6-2 6-4 5-7 3-6 | match → |
| Jun 3, 2023 | vs Francisco Cerundolo | French Open (Roland-Garros) 2023 · R32 | L 3-6 6-3 6-4 7-5 | match → |
| Jun 1, 2023 | vs Arthur Rinderknech | French Open (Roland-Garros) 2023 · R64 | W 6-2 4-6 3-6 4-6 | match → |
| May 30, 2023 | vs Michael Mmoh | French Open (Roland-Garros) 2023 · R128 | W 2-6 1-6 1-6 | match → |
| May 14, 2023 | vs Yannick Hanfmann | Italian Open 2023 · R64 | L 6-4 6-1 | match → |
| May 2, 2023 | vs Zhizhen Zhang | Madrid Open 2023 · R16 | L 6-3 6(5)-7(7) 6(8)-7(10) | match → |
| May 1, 2023 | vs Cristian Garin | Madrid Open 2023 · R32 | W 6-1 7(7)-6(4) | match → |
| Apr 29, 2023 | vs Christopher O'Connell | Madrid Open 2023 · R64 | W 7(13)-6(11) 6-4 | match → |
| Apr 22, 2023 | vs Botic Van De Zandschulp | Bavarian International 2023 · Semifinal | L 6-4 7(7)-6(2) | match → |
| Apr 21, 2023 | vs D Thiem | Bavarian International 2023 · Quarterfinal | W 3-6 4-6 | match → |
| Apr 20, 2023 | vs Marton Fucsovics | Bavarian International 2023 · R16 | W 6-4 3-6 3-6 | match → |
| Apr 15, 2023 | vs Andrey Rublev | Monte Carlo Masters 2023 · Semifinal | L 5-7 6-1 6-3 | match → |
| Apr 15, 2023 | vs Andrey Rublev | Monte Carlo 2023 · Semifinal | L 5-7 6-1 6-3 | match → |
| Apr 14, 2023 | vs Stefanos Tsitsipas | Monte Carlo Masters 2023 · Quarterfinal | W 6-2 6-4 | match → |
| Apr 14, 2023 | vs Stefanos Tsitsipas | Monte Carlo 2023 · Quarterfinal | W 6-2 6-4 | match → |
| Apr 13, 2023 | vs Jiri Lehecka | Monte Carlo Masters 2023 · R16 | W 4-6 6-4 6-1 | match → |
| Apr 13, 2023 | vs Jiri Lehecka | Monte Carlo 2023 · R16 | W 4-6 6-4 6-1 | match → |
| Apr 12, 2023 | vs Stan Wawrinka | Monte Carlo Masters 2023 · R32 | W 7(12)-6(10) 6-2 | match → |
| Apr 12, 2023 | vs Stan Wawrinka | Monte Carlo 2023 · R32 | W 7(12)-6(10) 6-2 | match → |
| Mar 31, 2023 | vs Carlos Alcaraz | Miami 2023 · Quarterfinal | L 6-4 6-2 | match → |
| Mar 30, 2023 | vs Carlos Alcaraz | Miami Open 2023 · Quarterfinal | L 6-4 6-2 | match → |
| Mar 28, 2023 | vs Holger Rune | Miami 2023 · R16 | W 6-3 6-4 | match → |
| Mar 28, 2023 | vs Holger Rune | Miami Open 2023 · R16 | W 6-3 6-4 | match → |
| Mar 26, 2023 | vs Denis Shapovalov | Miami 2023 · R32 | W 6-4 6-4 | match → |
| Mar 26, 2023 | vs Denis Shapovalov | Miami Open 2023 · R32 | W 6-4 6-4 | match → |
| Mar 24, 2023 | vs Emilio Nava | Miami 2023 · R64 | W 6-4 6-1 | match → |
| Mar 24, 2023 | vs Emilio Nava | Miami Open 2023 · R64 | W 6-4 6-1 | match → |
| Mar 17, 2023 | vs Jannik Sinner | Indian Wells 2023 · Quarterfinal | L 4-6 6-4 4-6 | match → |
| Mar 15, 2023 | vs Marton Fucsovics | Indian Wells 2023 · R16 | W 6-4 6-3 | match → |
| Mar 14, 2023 | vs Sebastian Baez | Indian Wells 2023 · R32 | W 6-1 6-2 | match → |
| Mar 12, 2023 | vs Ben Shelton | Indian Wells 2023 · R64 | W 4-6 6-4 6-3 | match → |
| Mar 4, 2023 | vs Tommy Paul | Mexican Open 2023 · Semifinal | L 6-3 6(2)-7(7) 7(7)-6(2) | match → |
| Mar 3, 2023 | vs Frances Tiafoe | Mexican Open 2023 · Quarterfinal | W 6-3 6-4 | match → |
| Mar 2, 2023 | vs Denis Shapovalov | Mexican Open 2023 · R16 | W 6-4 6-4 | match → |
| Feb 28, 2023 | vs J Isner | Mexican Open 2023 · R32 | W 3-6 6-3 6-4 | match → |
| Feb 11, 2023 | vs Yibing Wu | Dallas Open 2023 · Semifinal | L 7(7)-6(3) 5-7 4-6 | match → |
| Feb 11, 2023 | vs Marcos Giron | Dallas Open 2023 · Quarterfinal | W 7(9)-6(7) 3-6 6-3 | match → |
| Feb 10, 2023 | vs J Sock | Dallas Open 2023 · R16 | W 7(7)-6(5) 6-4 | match → |
| Jan 18, 2023 | vs Alexei Popyrin | Australian Open 2023 · R64 | L 7(7)-6(4) 6(2)-7(7) 4-6 7(8)-6(6) 2-6 | match → |
| Jan 16, 2023 | vs Nikoloz Basilashvili | Australian Open 2023 · R128 | W 6-4 6-2 4-6 7-5 | match → |
| — | vs TBD | Indian Wells 2023 · R128 | W | match → |
| — | vs TBD | Shanghai Masters 2023 · R128 | W | match → |
| — | vs TBD | Monte Carlo 2023 · R64 | W | match → |
| — | vs TBD | Miami 2023 · R128 | W | match → |
