On the 2025 Wimbledon 1st Round Mailbag, Gill Gross answers your questions about one of the most chaotic opening two days in tournament history. We’ll talk 90’s generation decline, Carlos Alcaraz’s surprise 5-setter against Fabio Fognini, Daniil Medvedev upset defeat against Benjamin Bonzi, Holger Rune’s blown lead against Nicolas Jarry, Jannik Sinner’s firing of his physical team, a comprehensive upset surprise meter, Stefanos Tsitsipas’s retirement due to a back injury, how the heat got to Berrettini and Musetti, the epic 5-set showdown between Taylor Frtiz and Giovanni Mpetshi Perricard, Coco Gauff’s disappointing showing versus Dayana Yastremska, another opening round win for Joao Fonseca and Alexander Bublik’s Wimbledon letdown against an impressive Jaume Munar.

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On Monday Match Analysis, Gill Gross and Alex Gruskin of Cracked Rackets compare notes on their 2025 Wimbledon Power Rankings. We'll also talk sleeper picks and pick a women's champion.

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On Monday Match Analysis, Gill Gross previews the men's singles at Wimbledon 2025. 1-seed Carlos Alcaraz enters on an 18-match win streak as back-to-back champion, 2-seed Jannik Sinner has been in the last three major finals, 3-seed Alexander Zverev has never made the quarterfinals here and 4-seed Jack Draper will replace Andy Murray as the contending home favorite at the All England Club. Much intrigue surrounds players such as Novak Djokovic and Alexander Bublik as well. We'll go quarter-by-quarter with dark horses, upset alerts, popcorn matchups and predictions.

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On Monday Match Analysis, Gill Gross breaks down the grass 500 finals for the week, where Carlos Alcaraz won his 18th straight match over Jiri Lehecka to win his second Queen's Club title and Alexander Bublik got his first ever win over Daniil Medvedev to take his second Halle title.

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On the Coach’s Mailbag, Gill Gross is joined by Hugh Clarke, author of tennis analysis newsletter ThreadOfOrder to answer your comments. First, we discuss how grass could change the dynamics of Carlos Alcaraz vs. Jannik Sinner and why the development of Jakub Mensik’s forehand will be pivotal. Comments include: should young players only learn two-handers, which skills rule on grass, is eye dominance important, analysis of Alexander Zverev’s and Holger Rune’s forehand, Alcaraz’s technique changes on backhand and serve, why Lorenzo Musetti is protecting his backhand better than Stefanos Tsitsipas, bent vs. straight arm forehands, the GOAT tennis coach, the importance of sliding, which pro has the most textbook technique, Iga Swiatek’s serve and how important are big muscles for big power?

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On the Mailbag, Gill Gross responds to your comments on Roland Garros 2025, including: has Novak Djokovic pushed his playstyle evolution to the maximum, is tennis destined for another era of dominance at the top, why was Aryna Sabalenka so salty after losing to Coco Gauff, was John McEnroe crazy to say Alcaraz and Sinner could beat Rafael Nadal on clay, why have I gone lukewarm on Holger Rune's future as a top-3 player, how will grass effect Alcaraz vs. Sinner, should Alexander Zverev consider a coaching change, why have we seen so many 2-0 comebacks recently in Slam finals, Joao Fonseca expectations, Lorenzo Musetti's improvements, the RG night session inequality issue and much more!

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On Monday Match Analysis, Hall-of-Fame tennis writer Steve Flink joins the show as we continue to digest Roland Garros 2025. Did Carlos Alcaraz pull off the greatest comeback in tennis history? How can the Spaniard’s clutchness be explained? What could Jannik Sinner try to get a better grasp on their critical head-to-head? Is being the 3rd-best player in the world worth it to Novak Djokovic? Where does the emergence of the New Two leave the OG NextGen (Alexander Zverev, Stefanos Tsitsipas, Daniil Medvedev)? Can Jack Draper, Joao Fonseca or Jakub Mensik join Alcaraz and Sinner at the top?

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On Monday Match Analysis, Gill Gross dives into one of the great spectacles we've seen on a tennis court. Carlos Alcaraz came back from the brink defeat to beat Jannik Sinner in the 2025 Roland Garros men's final, the longest in history. We'll examine the 4th set championship points, the 5th set conclusion and keys such as forehand effectiveness, Alcaraz's bravery under pressure and Sinner's fitness.

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The top-two seeds collided in the 2025 Roland Garros women's final, Aryna Sabalenka and Coco Gauff. Gill Gross breakdown and analysis...

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On a special edition of Monday Match Analysis, we’ll break down Jannik Sinner’s impressive straight set win over Novak Djokovic in the 2025 Roland Garros SF and we’ll preview the final it set up; for the 1st time ever Sinner and Carlos Alcaraz will clash on championship Sunday at a slam. For audio only, the Alcaraz vs. Musetti post-match analysis will play at the end of the show.

0:45 Sinner def. Djokovic

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