Previewing Sinner vs. Djokovic & Alcaraz vs. Fritz with Giri Nathan | Wimbledon 2025

On Monday Match Analysis, Gill Gross is joined by Giri Nathan to discuss the upcoming men's semifinals at Wimbledon 2025: Jannik Sinner vs. Novak Djokovic and Carlos Alcaraz vs. Taylor Fritz. We'll discuss what grass court looks like in the modern game, if this is Djokovic's last realistic chance to win his 25th major, how Sinner is an stylistic evolution of Djokovic, what we learned from their Roland Garros clash and why their head-to-head has recently turned towards the Italian. Then, we'll take on the recent dominance of Alcaraz over Sinner, Alcaraz's love affair with Wimbledon, and what Fritz might need to do in order to pull off the shocker. Pre-order Giri Nathan's upcoming book, CHANGEOVER, here: https://www.simonandschuster.com/books/Changeover/Giri-Nathan/9781668076248 0:00 Intro 1:00 Sinner vs. Shelton Analysis 11:00 Is Grass Too Slow 17:00 Djokovic’s Last Stand? 20:50 Sinner vs. Djokovic 40:41 Sincaraz H2H 48:20 Alcaraz vs. Fritz IG: https://www.instagram.com/gillgross_/ 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

On Monday Match Analysis, Gill Gross starts by reacting to heartbreaking scenes at the end of the Jannik Sinner vs. Grigor Dimitrov match. Then, we dive into our four quarterfinal previews. Sinner will be hoping for a healthy elbow against Ben Shelton, Djokovic continues his quest against first-time quarterfinalist Flavio Cobolli, Taylor Fritz and Karen Khachanov clash in a meeting of similar styles and finally Carlos Alcaraz continues his three-peat quest against Cameron Norrie of Great Britain. We'll also discuss the 4th round efforts by Alex De Minaur and Andrey Rublev. We're presented by Geau Sport Tennis Bags! Use the code Gill10 HERE: https://geausport.com/discount/Gill10 0:00 Intro 0:55 Dimitrov vs. Sinner Reaction 10:15 Shelton Path 12:20 Sinner-Shelton H2H 15:30 Sinner-Shelton Prediction 21:28 Geau Sport 22:55 Cobolli Path 25:02 Djokovic Path 35:00 Djokovic-Cobolli H2H 35:37 Djokovic-Cobolli Prediction 38:25 Fritz Path 40:05 Khachanov Path 40:50 Fritz-Khachanov H2H 41:40 Fritz-Khachanov Prediction 43:33 Norrie Path 46:45 Alcaraz Path 48:30 Alcaraz-Norrie H2H 49:40 Alcaraz-Norrie Prediction IG: https://www.instagram.com/gillgross_/ 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

On the Wimbledon 2025 3rd Round Show, Gill Gross starts with a reaction to Goran Ivanisevic's critical comments on Stefanos Tsitsipas following his first round retirement. Then we dive into matches such as Nicolas Jarry vs. Joao Fonseca, a form check on title favorites Novak Djokovic, Jannik Sinner and Carlos Alcaraz, the blockbuster night match between Aryna Sabalenka and Emma Raducanu, Laura Siegemund's stunner over Madison Keys, Taylor Fritz vs. Alejandro Davidovich Fokina, Flavio Cobolli's impressive display against Jakub Mensik and more. 0:00 Intro 1:00 Ivanisevic on Tsitsipas 11:20 Jarry d. Fonseca 22:13 Djokovic, Sinner, Alcaraz 32:10 Sabalenka d. Raducanu 39:40 Siegemund d. Keys 43:20 Fritz d. ADF 45:20 Cobolli d. Mensik 51:05 Khachanov d. Borges 53:18 Shelton d. Fucsovics 56:48 Sonego d. Nakashima 59:30 1st-Time Champion IG: https://www.instagram.com/gillgross_/ 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

On the Wimbledon 2025 3rd Round Show, Gill Gross starts with a breakdown of Marin Cilic's vintage performance to oust 4-seed Jack Draper. Then, we'll go through the men's draw and update predictions. We'll talk Taylor Fritz's return strategy after he conquered yet another huge server in Gabriel Diallo. Other topics include Joao Fonseca's quick grass learning, Novak Djokovic's A-PLUS performance against Dan Evans, Cam Norrie's upset over Frances Tiafoe and why Gill is still high on Jakub Mensik. We're presented by Geau Sport Tennis Bags! Use the code Gill10 HERE: https://geausport.com/discount/Gill10 0:00 Intro 0:45 Cilic d. Draper 20:21 Predictions Update 28:45 Fritz d. Diallo 43:00 Fonseca Through 45:38 Norrie d. Tiafoe 49:30 Alcaraz d. Tarvet 49:54 Struff d. FAA 52:00 Mensik d. Giron 53:39 Djokovic Masterclass 58:09 Jaume Munar 59:00 Swiatek d. McNally 59:48 Ofner d. Paul IG: https://www.instagram.com/gillgross_/ 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

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. 0:00 Intro 1:50 90’s Gen Decline 7:10 Alcaraz d. Fognini 12:08 Medvedev Upset 21:55 Rune Upset 33:37 Sinner Fires Physio 36:36 Upset Surprise Meter 43:20 Tsitsipas Retirement 52:35 Rapid Fire 1:02:12 Berrettini & Musetti 1:05:58 Fritz d. Perricard 1:17:26 Gauff Upset 1:21:30 Fonseca d. Fearnley 1:23:36 Bublik Upset IG: https://www.instagram.com/gillgross_/ 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

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. We're presented by Geau Sport Tennis Bags! Use the code Gill10 HERE: https://geausport.com/discount/Gill10 0:00 Intro 1:40 Outside 10 19:25 10-7 40:20 6-3 59:55 3-1 1:07:16 Women’s Pick IG: https://www.instagram.com/gillgross_/ 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

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. 0:00 Intro 3:42 Sinner Q 15:40 Draper Q 26:58 Zverev Q 36:30 Alcaraz Q 44:24 Final Weekend IG: https://www.instagram.com/gillgross_/ 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

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. 0:00 Intro 0:45 Alcaraz Wins Queen's 2:45 Alcaraz def. Lehecka 16:00 Bublik def. Medvedev in Halle IG: https://www.instagram.com/gillgross_/ 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

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? 0:00 Intro 2:05 Alcaraz vs. Sinner Grass 7:40 Mensik Forehand 14:30 Teaching One-Hander 17:00 Grass Skills 23:35 Eye Dominance 26:18 Zverev Forehand 30:00 Holger Rune 37:30 Alcaraz Tech Changes 45:55 Musetti vs. Tsitsipas BH 53:20 Sinner Bent Arm FH 55:38 GOAT Coach 1:00:09 Sliding 1:01:52 Textbook Player 1:09:10 Muscles for Power IG: https://www.instagram.com/gillgross_/ 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

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! Enter To Win 10-S Tennis Supplies! Link: https://station.page/10-s/contest/mondaymatchanalysis 0:00 Intro 0:30 5-Set Frequency 3:25 Djokovic Evolution 5:55 Pace of Play 8:10 Elite Dominance 12:15 Salty Sabalenka 16:03 McEnroe’s Take 20:43 10-S 21:42 Rune Omission 26:10 Sincaraz Wimbledon 28:25 Zverev Coach Change 32:05 Sinner Serve 37:52 2-0 Comebacks in Finals 44:34 Sincaraz Conditions 48:33 Crowd For Alcaraz 53:23 Sincaraz Psychology 55:29 Djokovic Wimbledon 59:00 Surfaces Overrated? 1:02:52 Fonseca Expectations 1:05:23 BO3 Inevitable? 1:09:57 Lorenzo Musetti 1:14:20 Zverev Mentality 1:16:27 Sinner Return Stance 1:18:03 Night Session Inequality 1:26:12 Sinner Scar Tissue 1:28:04 Sets 1 & 2 1:34:17 RAPID FIRE We're presented by Geau Sport Tennis Bags! Use the code Gill10 HERE: https://geausport.com/discount/Gill10 IG: https://www.instagram.com/gillgross_/ 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