Monday Match Analysis

On Monday Match Analysis, Gill Gross previews the men's singles draw at US Open 2025. Jannik Sinner is the No. 1 seed and defending champion, 2022 champion Carlos Alcaraz is opposite the draw coming off a Cincinnati title, Alexander Zverev has shown signs of resurfacing the form of his Australian Open runner-up earlier this year and Taylor Fritz defends his first career major final off the back of a strong run of results. Ben Shelton, Jack Draper, Novak Djokovic and Karen Khachanov hope to cause disruptions as well. We'll go quarter-by-quarter with dark horses, upset alerts, popcorn matchups and predictions. 00:00 Intro 4:20 Sinner Quarter 10:20 Zverev Quarter 18:15 Fritz Quarter 27:57 Alcaraz Quarter 33:10 Final Weekend IG: https://www.instagram.com/gillgross_/ TikTok: https://www.tiktok.com/@gill.gross 24/7 Tennis Community on Discord: https://discord.gg/wW3WPqFTFJ Twitter/X: https://twitter.com/Gill_Gross The Draw newsletter, your one-stop-shop for the best tennis content on the internet every week: https://www.thedraw.tennis/subscribe Become a member to support the channel: https://www.youtube.com/channel/UCvERpLl9dXH09fuNdbyiLQQ/join Evans Brothers Coffee Roasters, the Official Coffee Of Monday Match Analysis... use code GILLGROSS25 for 25% off your first order: https://evansbrotherscoffee.com/collections/coffee IG: https://www.instagram.com/gillgross_/TikTok: https://www.tiktok.com/@gill.gross24/7 Tennis Community on Discord: https://discord.gg/wW3WPqFTFJTwitter/X: https://twitter.com/Gill_GrossThe Draw newsletter, your one-stop-shop for the best tennis content on the internet every week: https://www.thedraw.tennis/subscribeBecome a member to support the channel: https://www.youtube.com/channel/UCvERpLl9dXH09fuNdbyiLQQ/joinEvans Brothers Coffee Roasters, the Official Coffee Of Monday Match Analysis... use code GILLGROSS25 for 25% off your first order: https://evansbrotherscoffee.com/collections/coffeeAUDIO PODCAST FEEDSSpotify: https://open.spotify.com/show/5c3VXnLDVVgLfZuGk3yxIF?si=AQy9oRlZTACoGr5XS3s_ygItunes: https://itunes.apple.com/us/podcast/monday-match-analysis/id1432259450?mt=2 Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

Gill Gross reacts post-match to an underwhelming rendition of Jannik Sinner vs. Carlos Alcaraz in the 2025 Western & Southern Open in Cincinnati. IG: https://www.instagram.com/gillgross_/ TikTok: https://www.tiktok.com/@gill.gross 24/7 Tennis Community on Discord: https://discord.gg/wW3WPqFTFJ Twitter/X: https://twitter.com/Gill_Gross The Draw newsletter, your one-stop-shop for the best tennis content on the internet every week: https://www.thedraw.tennis/subscribe Become a member to support the channel: https://www.youtube.com/channel/UCvERpLl9dXH09fuNdbyiLQQ/join Evans Brothers Coffee Roasters, the Official Coffee Of Monday Match Analysis... use code GILLGROSS25 for 25% off your first order: https://evansbrotherscoffee.com/collections/coffee IG: https://www.instagram.com/gillgross_/TikTok: https://www.tiktok.com/@gill.gross24/7 Tennis Community on Discord: https://discord.gg/wW3WPqFTFJTwitter/X: https://twitter.com/Gill_GrossThe Draw newsletter, your one-stop-shop for the best tennis content on the internet every week: https://www.thedraw.tennis/subscribeBecome a member to support the channel: https://www.youtube.com/channel/UCvERpLl9dXH09fuNdbyiLQQ/joinEvans Brothers Coffee Roasters, the Official Coffee Of Monday Match Analysis... use code GILLGROSS25 for 25% off your first order: https://evansbrotherscoffee.com/collections/coffeeAUDIO PODCAST FEEDSSpotify: https://open.spotify.com/show/5c3VXnLDVVgLfZuGk3yxIF?si=AQy9oRlZTACoGr5XS3s_ygItunes: https://itunes.apple.com/us/podcast/monday-match-analysis/id1432259450?mt=2 Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

On Monday Match Analysis, Gill Gross gives his top-3 most intriguing questions ahead of another Jannik Sinner vs. Carlos Alcaraz clash in the final of Cincinnati. Then, he goes through his takeaways from commentating at the Sumter Challenger 125 this week, where Mattia Bellucci took home the title. 0:00 Intro 1:15 Sinner-Alcaraz Preview 6:00 Bellucci Sumpter 13:13 Alexander Shevchenko 17:50 Shintaro Mochizuki 22:15 Faria vs. Lajal 26:00 Nikoloz Basilashvili 29:14 Cassone and Blanch 33:16 Upsets IG: https://www.instagram.com/gillgross_/ TikTok: https://www.tiktok.com/@gill.gross 24/7 Tennis Community on Discord: https://discord.gg/wW3WPqFTFJ Twitter/X: https://twitter.com/Gill_Gross The Draw newsletter, your one-stop-shop for the best tennis content on the internet every week: https://www.thedraw.tennis/subscribe Become a member to support the channel: https://www.youtube.com/channel/UCvERpLl9dXH09fuNdbyiLQQ/join Evans Brothers Coffee Roasters, the Official Coffee Of Monday Match Analysis... use code GILLGROSS25 for 25% off your first order: https://evansbrotherscoffee.com/collections/coffee IG: https://www.instagram.com/gillgross_/TikTok: https://www.tiktok.com/@gill.gross24/7 Tennis Community on Discord: https://discord.gg/wW3WPqFTFJTwitter/X: https://twitter.com/Gill_GrossThe Draw newsletter, your one-stop-shop for the best tennis content on the internet every week: https://www.thedraw.tennis/subscribeBecome a member to support the channel: https://www.youtube.com/channel/UCvERpLl9dXH09fuNdbyiLQQ/joinEvans Brothers Coffee Roasters, the Official Coffee Of Monday Match Analysis... use code GILLGROSS25 for 25% off your first order: https://evansbrotherscoffee.com/collections/coffeeAUDIO PODCAST FEEDSSpotify: https://open.spotify.com/show/5c3VXnLDVVgLfZuGk3yxIF?si=AQy9oRlZTACoGr5XS3s_ygItunes: https://itunes.apple.com/us/podcast/monday-match-analysis/id1432259450?mt=2 Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

Ben Shelton scores a stunning victory, earning his first Masters 1000 title against Karen Khachanov, showcasing his explosive serve and mental toughness. The conversation shifts to the Cincinnati tournament, analyzing key players like Jannik Sinner, Carlos Alcaraz, and Alexander Zverev. Predictions emerge for thrilling matchups and possible upsets, highlighting the strategic dynamics that could unfold. Insights on player form and match readiness add depth to the preview, making it an engaging forecast for fans.

The podcast dives into Alexander Zverev's recent interview and discusses the declining use of slice backhands. It critiques the two-week Masters format, arguing it harms both fan and player experiences. Jannik Sinner's impressive return game is analyzed, alongside Carlos Alcaraz's performance on fast hardcourts. The show also raises intriguing questions about the current era's appeal and features a fiery exchange between Ben Shelton and Flavio Cobolli. Plus, insights on Daniil Medvedev's struggles and the art of tennis interviews in podcasting!

Alex De Minaur pulls off an incredible comeback, saving three championship points against Alejandro Davidovich Fokina, who was eyeing his first title. The discussion dives into De Minaur's key tactics and the emotional aftermath for Fokina. Additionally, recent successes of Alexander Bublik and Luciano Darderi are highlighted. As a finale, the show offers an exciting preview of the upcoming National Bank Open in Toronto, where top players like Zverev and Fritz are set to compete amidst unexpected withdrawals.

This episode dives into the coaching shake-ups in tennis, including Tsitsipas's split with Goran and Sinner's rehire of Ferrara. The hosts explore mental health challenges faced by players like Zverev and reflect on Agassi's brief collaboration with Rune. Highlights from the Washington D.C. tournament showcase Venus Williams's comeback and rising stars like Ben Shelton. There's also a look at the complexities of wild card selections for mixed doubles at the U.S. Open and the impact of social media on players' mental resilience.

Sam Querrey, a former No. 11 tennis pro with a rich career, shares behind-the-scenes truths of life on the tour. He dives into the complexities of sponsorship deals and financial challenges players face. Querrey discusses the pressures of mandatory tournaments and the mental health impacts of social media. He reveals the reluctance of players to participate in long-form interviews and why engaging with the press can be tricky. This entertaining chat uncovers the lesser-known dynamics of professional tennis in a light-hearted way.

Join Hall-of-Fame tennis writer Steve Flink as he shares insights on Jannik Sinner's decisive win over Carlos Alcaraz, exploring the psychological implications of their rivalry. He evaluates Novak Djokovic's physical condition, and assesses Taylor Fritz’s position among tennis elites. Flink also discusses Jack Draper’s promising yet challenging journey, alongside the struggles of Alexander Zverev and Stefanos Tsitsipas. The conversation sheds light on emerging talents like Flavio Cobolli and Alexander Bublik, making for an engaging analysis of the current tennis landscape.

On the post-Wimbledon 2025 Mega Mailbag, Gill Gross responds to your comments, including: who will win the Career Grand Slam first between Carlos Alcaraz and Jannik Sinner, is there any precedent of Grigor Dimitrov’s potentially history-altering injury, is Sinner already good enough to win Roland Garros next year, why is tennis discourse so tribalistic, why were there so many upsets at Wimbledon, what improvements did Iga Swiatek make to win Wimbledon, where does Sinner’s ballstriking rank all-time, is Darren Cahill going to retire, is Novak Djokovic going after Federer and Connors title records, are Jack Draper and Ben Shelton Sincaraz’s biggest threats, a Fabio Fognini retirement tribute, Nick Kyrgios’s analysis on Amanda Anisimova, Roddick’s take that Sinner slides too much, coverage of women’s tennis on the show, Agassi’s comments on Fritz’s return and more. 0:00 Intro 1:40 Career Grand Slam 5:11 Dimitrov’s Injury 10:50 Re-Analyzing RG Final 13:57 Tennis Tribalism Discourse 21:58 So Many Upsets 25:15 Swiatek Improvements 31:40 Sinner Ballstriking All-Time 34:30 Cahill Retirement 37:33 Djokovic Titles Count 40:49 Shelton & Draper Contendership 45:35 Djokovic Current Mental 49:55 SIncaraz Closeness 52:43 Fognini Tribute 57:02 Fritz or Zverev Slam 59:48 Sinner’s Last 52 Weeks 1:02:55 Kyrgios on Anisimova 1:05:05 Chasing Sincaraz Mentality 1:09:55 Sabalenka Slam Issues 1:12:40 Sincaraz H2H 1:15:40 Sinner Grass sliding 1:18:13 Learning From Losing 1:21:30 Women’s Coverage 1:24:20 Slow 2nd Serves 1:26:20 Agassi On Fritz 1:30:04 Sinner Emotion IG: https://www.instagram.com/gillgross_/ TikTok: https://www.tiktok.com/@gill.gross 24/7 Tennis Community on Discord: https://discord.gg/wW3WPqFTFJ Twitter/X: https://twitter.com/Gill_Gross The Draw newsletter, your one-stop-shop for the best tennis content on the internet every week: https://www.thedraw.tennis/subscribe Become a member to support the channel: https://www.youtube.com/channel/UCvERpLl9dXH09fuNdbyiLQQ/join Evans Brothers Coffee Roasters, the Official Coffee Of Monday Match Analysis... use code GILLGROSS25 for 25% off your first order: https://evansbrotherscoffee.com/collections/coffee IG: https://www.instagram.com/gillgross_/TikTok: https://www.tiktok.com/@gill.gross24/7 Tennis Community on Discord: https://discord.gg/wW3WPqFTFJTwitter/X: https://twitter.com/Gill_GrossThe Draw newsletter, your one-stop-shop for the best tennis content on the internet every week: https://www.thedraw.tennis/subscribeBecome a member to support the channel: https://www.youtube.com/channel/UCvERpLl9dXH09fuNdbyiLQQ/joinEvans Brothers Coffee Roasters, the Official Coffee Of Monday Match Analysis... use code GILLGROSS25 for 25% off your first order: https://evansbrotherscoffee.com/collections/coffeeAUDIO PODCAST FEEDSSpotify: https://open.spotify.com/show/5c3VXnLDVVgLfZuGk3yxIF?si=AQy9oRlZTACoGr5XS3s_ygItunes: https://itunes.apple.com/us/podcast/monday-match-analysis/id1432259450?mt=2 Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.