Monday Match Analysis

On Monday Match Analysis, Gill Gross breaks down Carlos Alcaraz's impressive victories over Daniil Medvedev and Alex de Minaur to win the Vienna 500. We'll also look at Valentin Vacherot's comeback win over Jiri Lehecka in Basel. And a quarter-by-quarter of the Rolex Paris Masters.

0:00 Intro
1:30 Alcaraz in Vienna
13:30 De Minaur Improvement
17:50 Zverev's Loss
21:50 Vacherot d. Lehecka Basel
29:35 Shelton x JCF
33:22 Paris Intro
34:05 Zverev Quarter
39:09 Shelton Quarter
43:58 Medvedev Quarter
48:22 Alcaraz Quarter
52:50 Final Weekend

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On Monday Match Analysis, Gill Gross dissects Lorenzo Musetti's convincing win over Taylor Fritz to claim his first title in four years at the Lyon ATP 250.

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0:00 Intro
2:00 Musetti Counter-attacking
9:21 Fritz Matchup Problem
12:50 Fritz Errors Off Variety
18:05 Musetti Conclusions
24:00 Saudi Issues
25:40 Crosscourt Coverage

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On the Mailbag, Gill Gross starts with a miniature Monday Match Analysis on Alejandro Davidovich Fokina's crowning moment in Shanghai, a 3-set win over Rafael Jodar to win his first big title. Then, your comments, including: the 2026 disappointment rankings, the challenges of comparing eras, the Monfils - Svitolina split and retirement controversy, comparing Joao Fonseca first two seasons on tour and more!

0:00 Intro
1:00 Fokina d. Jodar Shanghai
23:45 Yearly Disappointment Rankings
30:48 Comparing Eras
34:40 Monfils Retirement/Divorce
41:08 What Era is this
42:44 Fonseca Season Conclusion
46:30 Jodar’s Behavior
49:15 Weakest YE No. 1
51:05 Tennis Play by Play

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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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On Monday Match Analysis, Gill Gross is joined by World Team Tennis CEO Stephen Amritraj to discuss its December 2026 return. In the mid to late 1970’s, players like Chris Evert, Jimmy Connors and Bjorn Borg were skipping Roland Garros to play World Team Tennis. It was a league that modeled itself around the major American sports leagues. There were teams, home cities and guaranteed salaries. In 2022, World Team Tennis announced it was cancelling the season. It was the first year without it since 1980. They teased a return in 2023 but the hiatus lasted longer than expected. Amritraj purchased the IP, hired a staff and is preparing to debut a new era of World Team Tennis this December. Eight top-20 players have signed on to play. I am fascinated by this endeavor - what have they changed to give WTT a better chance at sustainability, how they have been so successful recruiting top players, what is it like to find TV partners and venues? The official website is: https://wtt.com World Team Tennis is BACK… What’s Different This Time? | Monday Match Analysis

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On Monday Match Analysis, Gill Gross breaks down Daniil Medvedev's continued dominance over his friend Andrey Rublev. Medvedev took the trophy in Hangzhou. We'll also discuss some standout moments from Laver Cup including Carlos Alcaraz's crucial match point saves against Taylor Fritz. Lastly, we'll delve into Alejandro Davidovich Fokina's 2nd career title, as he beat Hubert Hurkacz in Chengdu.

0:00 Intro
0:40 Medvedev def. Rublev Hangzhou
17:20 Laver Cup Moments
20:25 Alcaraz vs. Fritz
31:05 ADF def. Hurkacz Chengdu

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On the Mailbag, Gill Gross answers your comments following the 2026 US Open, including: did Alexander Zverev actually improve, who will Juan Carlos Ferrero coach next, what are the next steps in Ben Shelton's development, does Carlos Alcaraz lack a solid mode, the data behind new balls and much much more.

0:00 Intro
0:40 Did Zverev Improve
6:50 US Open Radio
9:37 Top 10 Strengths
18:44 Ferrero's Next Client
20:45 Predicting Final Wrong
26:17 Watching Live Tennis
30:58 Mental Techniques
37:00 Zverev Future
41:18 New Ball Effects
45:30 Shelton Development
49:45 Craig Tiley, Kalshi
57:58 Year End 1
1:00:15 Revealing Tactics
1:03:11 Alcaraz Solidity
1:08:12 Djokovic 25
1:10:35 Zverev Marketability
1:14:40 Rybakina USO Prep
1:16:35 Shelton's Serve
1:20:07 Good Shot Selection
1:21:00 Tsitsipas Form
1:22:35 No WTA Bots
1:25:35 Women Favs at USO

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On Monday Match Analysis, Hall-of-Fame tennis writer Steve Flink joins the show as we wrap up coverage of US Open 2026. We'll discuss where Alexander Zverev showed growth on his run to his 2nd major title, was any more expected out of Ben Shelton, how was Carlos Alcaraz effected by the injury break, plus talk on Novak Djokovic, Frances Tiafoe, Karen Khachanov, Alexander Blockx and the disappointment power rankings.

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0:00 Intro
2:40 Zverev's Title Run
8:28 Shelton's Runner-Up
18:12 Return of Alcaraz
28:10 Tiafoe & Khachanov
34:00 Novak Djokovic Exit
40:55 Alexander Blockx
43:00 Disappointment Rankings

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On Monday Match Analysis, Gill Gross breaks down Alexander Zverev's 4-set win over Ben Shelton to win the 2026 US Open. We'll jump right into Zverev's tactical performance on his forehand, effective return strategy and why this match was the best mentality Zverev has ever showcased in a big match. Then, we'll assess Shelton's performance, address the ball bouncing controversy and finish on Zverev's legacy.

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0:00 Intro
1:10 Forehand Tactics
12:20 Ultra-Deep Returning
17:30 Mental Masterpiece?
21:50 Shelton Assessment
35:15 Ball Bouncing
42:30 Zverev’s Legacy

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On Monday Match Analysis, Gill Gross dissects the highly anticipated all-American semifinal between Ben Shelton and Frances Tiafoe. Plus, Alexander Zverev vs. Karen Khachanov and the women's semifinals where Aryna Sabalenka beat Jessica Pegula and Elena Rybakina beat Coco Gauff. Lastly, a preview of the men's final on Sunday - Zverev vs. Shelton.

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0:00 Intro
1:00 Shelton def. Tiafoe
17:45 Zverev def. Khachanov
27:20 Sabalenka def. Pegula
33:00 Rybakina def. Gauff
37:15 Zverev vs. Shelton PREVIEW

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Gill Gross reacts to Ben Shelton's monumental performance to take out Carlos Alcaraz in a 5th-set tiebreak to advance to the semifinals of the 2026 US Open. Plus, Frances Tiafoe's improbably comeback against Alex Michelsen.

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On Monday Match Analysis, Gill Gross preview every Men's Quarterfinal at the 2026 US Open. The lineup features the first clash between Carlos Alcaraz and Ben Shelton in over a year, an All-American matchup between Frances Tiafoe and Alex Michelsen, a cross-generational match between big guys Karen Khachanov and Alexander Blockx, and the top-seed Alexander Zverev against surprise QFist Botic Van De Zandschulp.

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0:00 Intro
1:05 Khachnanov def. Tien
7:40 Blockx def. Cerundolo
13:35 Cerundolo vs. Blockx
15:23 Zverev vs. Botic
19:30 Alcaraz vs. Shelton
27:00 Tiafoe vs. Michelsen

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On Monday Match Analysis, Gill Gross discusses Carlos Alcaraz's dominant performance over Tommy Paul. Plus, Ben Shelton's serve clinic against Stefanos Tsitsipas, Learner Tien's physical takedown of Jakub Mensik, Alexander Blockx breakthrough against Flavio Cobolli, Frances Tiafoe's big win against Daniil Medvedev and Taylor Fritz's shocking collapse against Francisco Cerundolo.

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0:00 Intro
1:00 Alcaraz def. Paul
15:25 Shelton def. Tsitsipas
21:20 Tien def. Mensik
28:50 Blockx def. Cobolli
33:50 Tiafoe def. Medvedev
40:30 Arthur Gea
41:30 Cerundolo def. Fritz

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On the Mailbag, Gill Gross answers your comments after the first two rounds of US Open 2026. We'll cover the influencer boom, Jodar's shocking defeat, Stefanos Tsitsipas beating Arthur Fils, the rise in injuries on tour and more. Also featuring: Felix Auger-Aliassime, Lorenzo Musetti, Brandon Nakashima and Alex de Minaur.

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0:00 Intro
0:45 Results Rundown
4:45 Influencer Takeover
13:40 Jodar Implodes
20:55 Tsitsipas def. Fils
27:05 Ferrer x Alcaraz
28:12 Rise in Injuries
32:45 Retiring Lucky Losers
36:26 Martin Damm Potential

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Novak Djokovic lost in the 1st round of a major for the first time since 2006, flailing physically against Mariano Navone in a 5-setter. Plus, Gill responds to the backlash after his Rafael Jodar US Open prediction.

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On Monday Match Analysis, Gill Gross previews the 2026 US Open Men's Singles draw quarter-by-quarter. Alexander Zverev is a top-seed for the first time in his career, Carlos Alcaraz returns for his first tournament since March, Felix Auger-Aliassime is the three seed and Novak Djokovic continues his quest for 25. Young risers Arthur Fils and Rafael Jodar hope this is the moment for their slam arrival. And as always the Americans bring a volume of contenders from Ben Shelton to Taylor Fritz, to Frances Tiafoe to Tommy Paul and Brandon Nakashima.

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0:00 Intro
4:40 Saily
6:10 Zverev Quarter
11:35 FAA Quarter
16:28 Djokovic Quarter
23:50 Alcaraz Quarter
29:55 Final Weekend

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