Monday Match Analysis

It's the Wimbledon 2026 1st Round Show. We'll cover all of the following: Ben Shelton's gutting 5th-set tiebreak loss to Otto Virtanen, Serena Williams' comeback effort--- a loss to Maya Joint. Jannik Sinner found himself down 2-1, but survivied Miomir Kecmanovic. Novak Djokovic came through a high-quality battle with Yibing Wu, and more!

0:00 Intro

1:20 Virtanen d. Shelton

17:19 Joint d. Serena

29:49 Sinner d. Kecmanovic

36:10 Draper Withdrawal

38:10 Djokovic d. Wu

42:45 Mensik d. Samuel

46:12 Swiatek d. Townsend

47:52 Saffiulin d. Rublev

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On Monday Match Analysis, Gill Gross breaks down the 2026 Wimbledon men’s singles draw quarter-by-quarter, with dark horses, upset alerts, popcorn matchups and predictions. Top-seed Jannik Sinner is still hunting his first major title of the year. Alexander Zverev plays his first slam since getting his hands on an elusive trophy. Felix Auger-Aliassime and Ben Shelton round out the top seeds. 7-time Wimbledon champion Novak Djokovic, grass stalwart Taylor Fritz, the unpredictable Daniil Medvedev and young Jakub Mensik all enter with significant attention as well.

0:00 Intro

2:12 Sinner Q

13:15 Auger-Aliassime Q

21:44 Ben Shelton Q

30:45 Zverev Q

37:17 Final Weekend

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On Monday Match Analysis, Gill is joined by Alex Gruskin of Cracked Racquets to compare notes on their 2026 Wimbledon Power Rankings. In doing so, they discuss Jannik Sinner, Novak Djokovic, Alexander Zverev, Daniil Medvedev, Jack Draper, Alex De Minaur, Tommy Paul, Ben Shelton, Frances Tiafoe, Felix Auger-Aliassime, Joao Fonseca and others.

0:00 Intro

2:00 Honorable Mentions

5:30 10-9

26:20 8-7

40:30 6-5

48:30 4-3

54:35 2-1

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Wimbledon champion Marketa Vondrousova has been handed a maximum 4-year ban for refusing a doping test. Gill Gross breaks down the case…

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On Monday Match Analysis, Gill Gross unpacks Francisco Cerundolo’s first ATP 500 title at the Queen’s Club after he beat Tommy Paul in three tight sets. Then, Frances Tiafoe joined the party with his biggest trophy, beating Taylor Fritz to take the title in Halle.

0:00 Intro

1:30 Grass Cerundolo

7:50 Nico Massu

11:15 Cerundolo def. Paul Analysis

28:23 Tiafoe def. Fritz Halle

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