Monday Match Analysis

On Monday Match Analysis... is professional tennis right now the best its ever been? Gill Gross brings on four expert friends from other sports to help discuss. Results don’t help us here. We cannot have 2007 Roger Federer play against 2025 Carlos Alcaraz. We can have 2026 Novak Djokovic play Jannik Sinner, but we can’t have 2011 Djokovic play Sinner. That makes this question… frustrating. It is so obvious to me that in order to investigate this, we have to broaden the scope and LEARN from how other sports grapple with the same exact question. Plus there’s this… if every other sports is definitively getting better, then what are the chances tennis is the lone exception? On the contrary, if there are other sports that aren’t getting better. Maybe tennis is one of them.
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0:00 Intro
2:33 James on Golf
22:24 Dabbundo on Soccer
37:15 Jack on Baseball
51:22 Drew on Basketball
1:13:45 Conclusion on Tennis

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On Monday Match Analysis, Gill Gross and Alex Gruskin pick the next players who will win their first major title, draft style, ATP and WTA.
0:00 Intro
8:11 1st Round
18:00 2nd Round
26:00 3rd Round
35:30 4th Round
42:25 5th Round
48:00 6th Round
55:30 7th Round
1:01:35 8th Round

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On the Mailbag, Gill Gross answers your questions, including: how should the tennis calendar be fixed, why does Adrian Mannarino beat big hitters, how are ATP rule changes decided, why do we know so little about Jannik Sinner's injury, Flavio Cobolli's hot and cold nature, Ben Shelton's development, could players start switching rackets more aggressively and MORE.
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0:00 Intro
0:38 Tennis Calendar
9:30 Adrian Mannarino
12:30 ATP Rule Changes
16:10 Sinner Secretism
21:27 Flavio Cobolli
28:30 Hubert Hurkacz
33:55 Iga Swiatek
39:55 Pmac on Novak
43:15 Ben Shelton
49:30 Nikola Bartunkova
50:15 Switching Rackets
54:15 Dimitrov vs Big 4

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On Monday Match Analysis, Gill Gross previews the 2026 Rolex Shanghai Masters men's singles draw with dark horses, upset alerts, popcorn matchups and predictions. Alexander Zverev, Carlos Alcaraz, Ben Shelton and Felix Auger-Aliassime are the top seeds.
0:00 Intro
2:40 Zverev Quarter
8:37 Shelton Quarter
14:20 FAA Quarter
18:34 Alcaraz Quarter
25:55 Final Weekend

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On a loaded Monday Match Analysis, Gill Gross covers Jannik Sinner's announcement that he's sitting out the rest of 20267 with a knee injury, plus Novak Djokovic's dazzling run through Beijing beating Alexander Zverev, Daniil Medvedev and Alex de Minaur. We'll also take on Medvedev's default and Carlos Alcaraz's win over Jiri Lehecka to defend his Tokyo 500 title.
0:00 Intro
0:40 Sinner Shuts Down
5:08 Djokovic def. Zverev
25:40 Djokovic Physicality
27:23 Medvedev Default
35:27 Djokovic Beijing Title
40:00 Alcaraz def. Lehecka

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