Previewing Sinner vs. Djokovic & Zverev vs. Fery w/ Brad Gilbert | Wimbledon 2026

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 IG: https://www.instagram.com/gillgross_/TikTok: https://www.tiktok.com/@gill.gross24/7 Tennis Community on Tribe: https://tribechat.com/gillTwitter/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 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. IG: https://www.instagram.com/gillgross_/TikTok: https://www.tiktok.com/@gill.gross24/7 Tennis Community on Tribe: https://tribechat.com/gillTwitter/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 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 IG: https://www.instagram.com/gillgross_/TikTok: https://www.tiktok.com/@gill.gross24/7 Tennis Community on Tribe: https://tribechat.com/gillTwitter/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.

Novak Djokovic and Felix Auger-Aliassime went toe-to-toe for over five hours in the Wimbledon 2026 quarterfinals. Gill Gross breakdown and analysis... IG: https://www.instagram.com/gillgross_/TikTok: https://www.tiktok.com/@gill.gross24/7 Tennis Community on Tribe: https://tribechat.com/gillTwitter/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 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. De Minaur 6:25 Fery def. Cobolli 11:20 Cobolli vs. Fery Preview 16:25 Fritz def. Bublik 21:55 Fritz vs. Zverev Preview 28:30 Djokovic vs. FAA Preview 39:21 Sinner vs. Struff IG: https://www.instagram.com/gillgross_/TikTok: https://www.tiktok.com/@gill.gross24/7 Tennis Community on Tribe: https://tribechat.com/gillTwitter/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.

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 d. Paul 58:44 Djokovic d. Rinderknech 1:02:55 FAA d. Zheng IG: https://www.instagram.com/gillgross_/TikTok: https://www.tiktok.com/@gill.gross24/7 Tennis Community on Tribe: https://tribechat.com/gillTwitter/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 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 IG: https://www.instagram.com/gillgross_/TikTok: https://www.tiktok.com/@gill.gross24/7 Tennis Community on Tribe: https://tribechat.com/gillTwitter/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.

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 IG: https://www.instagram.com/gillgross_/TikTok: https://www.tiktok.com/@gill.gross24/7 Tennis Community on Tribe: https://tribechat.com/gillTwitter/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 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 Zverev Q 37:17 Final Weekend IG: https://www.instagram.com/gillgross_/TikTok: https://www.tiktok.com/@gill.gross24/7 Tennis Community on Tribe: https://tribechat.com/gillTwitter/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 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 IG: https://www.instagram.com/gillgross_/TikTok: https://www.tiktok.com/@gill.gross24/7 Tennis Community on Tribe: https://tribechat.com/gillTwitter/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.