Monday Match Analysis

Carlos Alcaraz played Taylor Fritz in the quarterfinals of the 2026 Paris Masters, with a spot in the ATP Finals in Turin on the line for the American. Gill Gross breakdown and analysis...

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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 Te...

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 spor...

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...

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, hi...

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<...

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<...

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...

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...

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...

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...

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 Ret...

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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On Monday Match Analysis, Gill Gross dissects the first Masters 1000 triumph for Arthur Fils in Cincinnati. He beat Frances Tiafoe 6-0 in the 3rd to remain undefeated in deciders this year. We'll talk about Fils's US Open contendership, his baseline tactics and serve explosion.

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0:00 Intro
0:45 Fils 1st Masters
5:05 NordVPN
6:55 Fils Baseline Tactics
15:40 Serve-Return Battle
26:50 Notebook Dump

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...

On Monday Match Analysis, Gill Gross reacts to a newsy week in the sport before welcoming Steve Flink back to talk about his new book, The Immortals of American Tennis. In the notebook dump, Carlos Alcaraz is playing the US Open but Jannik Sinner is not. A new Novak Djokovic documentary is out, Nick Kyrgios has been suspended for a cocaine positive and the Cincinnati semifinals are set to produce a brand new Masters 1000 champion. With Flink, we'll dive into the individuals and themes that make up his history-rich book on American tennis.

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On the Mailbag, Gill Gross answers your comments, including: where does Jack Draper go from here, updated opinions on the ATP race, the full report on Marketa Vondrousova, tennis commentary cliches, is Jannik Sinner the most rounded player ever, why is Aryna Sabalenka struggling, what does Ben Shelton's Canada title mean, what can Rafael Jodar do about his shoelaces and should Venus Williams keep taking wildcards.

0:00 Intro
0:35 Jack Draper
3:18 ATP Race
7:55 SomniPods 3
9:23 Vondrousova Report
16:40 Commentary Cliches
19:39 Discord
22:55 GOAT Weaknesses
29:00 Sabalenka Struggles
30:45 Shelton Development
35:55 Jodar Shoelaces
40:50 Slam...

On Monday Match Analysis, Gill Gross rattles off takeaways from the National Bank Open in Toronto and Montreal, featuring Coco Gauff, Rafael Jodar, Brandon Nakashima, Ben Shelton, Daniel Merida and Iga Swiatek. Then, a quarter-by-quarter preview of the 2026 Western & Southern Open in Cincinnati. Alexander Zverev, Felix Auger-Alissime, Novak Djokovic and Daniil Medvedev round off the seeds.

0:00 Intro
1:55 Coco Gauff
4:05 Rafael Jodar
5:45 Ben Shelton
9:10 Brandon Nakashima
10:50 Daniel Merida
13:05 Iga Swiatek
16:30 Zverev Quarter
21:35 Djokovic Quarter
29:41 Medvedev Quarter
37:08 Felix Quarter
42:28 Final Weekend

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On Monday Match Analysis, Gill Gross dissects Taylor Fritz’s competitive straight set win over young Spanish phenom Rafael Jodar in the final at the Mubadala DC Open in Washington. We’ll start by taking stock of Fritz’s season, then we’ll discuss how he quieted Jodar’s aggressive backhands and returning. We’ll hit on where Jodar needs to improve. We’ll go through the final chronologically. And finally we’ll give props to Fritz for his volleying, professionalism and defense.

0:00 Intro
0:55 Fritz’s Season
2:25 Quieting Jodar’s Strengths
12:00 Jodar Net Hesitancy
15:50 1st Set T...

On Monday Match Analysis, Gill Gross previews the 2026 National Bank Open. The men are in Montreal this year. We'll start with some discussion of Jannik Sinner's decision to skip the tournament, compounded by Novak Djokovic and Carlos Alcaraz's absence. Then, we'll get into the quarter-by-quarter preview. Alexander Zverev, Felix Auger-Aliassime, Alex de Minaur and Daniil Medvedev are the top seeds, while Ben Shelton is the defending champion.

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On the Mailbag, Gill Gross answers your comments following Wimbledon 2026, including: ranking Jannik Sinner major title runs in order of impressiveness, is Alexander Zverev disrespected, when will Carlos Alcaraz come back, A poor Wimbledon from the American Men, Felix Auger-Aliassime's backhand improvement, Arthur Fery's future, Elena Rybakina struggles, the state of Alex de Minaur, why Novak Djokovic is no longer better on grass, a serving comparison between Daniil Medvedev and Zverev, Ben Shelton Canada tactics and much much more.

0:00 Intro
1:45 Sinner Slam Ranking
10:00 Zverev Disrespect
14:22 Alcaraz Return
15:25 American Men Disappointment
19:20 FAA Backhand...

On Monday Match Analysis, Hall-of-Fame tennis writer Steve Flink joins the show as we wrap up coverage of Wimbledon 2026. We discuss Jannik Sinner's impressive triumph, Alexander Zverev's positive steps, Novak Djokovic's new reality, Carlos Alcaraz's wrist prognosis, Wimbledon night sessions and a disappointment power rankings.

0:00 Intro
1:00 Sinner & Zverev
25:00 Djokovic’s SF Run
37:25 Return of Alcaraz
40:55 Wimbledon Nights
46:50 Disappointment Rankings

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On Monday Match Analysis, Gill Gross dissects Jannik Sinner's victory over Alexander Zverev in the 2026 Wimbledon Gentlemen's Final. We'll begin with Sinner's performance keys, before diving into Zverev's early success and why it didn't continue.

0:00 Intro
2:00 Sinner’s 5 Keys
18:50 Zverev Early Success
25:30 Forehand Battle
29:00 Zverev Passive Regression
33:40 Zverev Conclusion

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Gill Gross recaps Jannik Sinner's clean win over Novak Djokovic and Alexander Zverev's dominant display against Arthur Fery before diving into a preview of the 2026 Wimbledon Gentlemen's Final between Sinner and Zverev.

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Gill Gross is joined by legendary player, coach and commentator Brad Gilbert to discuss the 2026 Wimbledon Gentlemen's Semifinals. Gill starts with some thoughts on Arthur Fery's upset blowout of Flavio Cobolli and Alexander Zverev's streak-snapping win over Taylor Fritz. Then, it's all about Jannik Sinner vs. Novak Djokovic and Zverev vs. Fery.

0:00 Intro
0:45 Fery d. Cobolli
2:55 Zverev d. Fritz
6:20 Semifinal Talk
9:00 Sinner vs. Djokovic
19:20 Zverev vs. Fery

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Novak Djokovic and Felix Auger-Aliassime went toe-to-toe for over five hours in the Wimbledon 2026 quarterfinals. Gill Gross breakdown and analysis...

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Evans Brothers...

On Monday Match Analysis, Gill Gross is joined by Hugh Clarke to preview all four men's quarterfinals at Wimbledon 2026. Flavio Cobolli has reached this stage for a 2nd straight year, and he'll face British wildcard Arthur Fery. Taylor Fritz is most likely playing Alexander Zverev again, who's up 2-0 on Jiri Lehecka. On the other half, 7-time champion Novak Djokovic has set up a meeting with Felix Auger-Aliassime. And the defending champion Jannik Sinner gets the ultra-offensive Jan-Lennard Struff. You can check out Hugh's newsletter Thread of Order here: https://hughclarke.substack.com/

0:00 Intro
1:25 Cobolli def...

It's the Wimbledon 2026 3rd Round Show. Gill Gross rifles through analysis of the most notable 3rd round results: Daniil Medvedev lost in shocking fashion to Jan-Lennard Struff, Alexandra Eala sent the defending champion Iga Swiatek packing and Grigor Dimitrov continued his run with victory over Matteo Berrettini. Also advancing, and covered in the show, are Novak Djokovic, Taylor Fritz, Hubert Hurkacz, Felix Auger-Aliassime and Roman Saffiulin.

0:00 Intro
1:20 Struff d. Medvedev
12:50 Eala d. Swiatek
23:25 Saffiulin d. Fonseca
26:00 Bublik d. Tiafoe
34:10 Fritz d. Sonego
38:30 Dimitrov d. Berrettini
48:45 Mochizuki d. Jodar
55:30 Hurkacz...

On the Mailbag, Gill Gross answers your questions with two rounds of Wimbledon 2026 in the books, including: is grass too dangerous, what is Jannik Sinner's solution to the heat problem, why did LTA snub Dan Evans, WTA Predictions for the event and more!

0:00 Intro
6:10 Dimitrov d. Mensik
18:15 Grass Injuries
22:00 Wimbledon Rally Length
24:25 Sinner’s Heat Solution
27:05 Dan Evans Controversy
32:18 Sinner Injury-Free
36:05 Sinner 5 Setters
39:20 WTA Predictions
43:35 TV Stats
46:20 Kecmanovic Blueprint
47:55 Content Ideas
51:20 Weakness to Strength
53:25 Indoor Wimbledon

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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 Zv...

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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Ev...