From Anna Wintour lurking courtside to Jason Biggs randomly popping up, the celebrity sightings nearly stole the show… nearly. The guys break down Felix’s revival, Alcaraz’s shot-of-the-year candidate, Novak’s effortless cruise, and Fritz’s eternal struggle against him.
On the women’s side, Iga keeps steamrolling, Osaka looks dangerous again after taking out Coco, Pegula is gliding quietly under the radar, and Krejcikova delivered what might be the match of the tournament.
Things wrap up with one of the wildest Life Advice questions yet. The guys dish out surprisingly heartfelt guidance—sandwiched between trash talk about their bracket challenge and scheming over who’s doomed to write and sing a jingle. Chaotic, sharp, and accidentally sincere… basically the perfect 100th episode.
00:00 Intro to Our 100th Show!
00:37 Dry Cleaning in New York
02:22 Celebrity Sightings
03:27 Recap of Round of 16 Matches
05:27 Felix / Musetti Surprising Performances
09:57 Novak's Dominant Form
11:52 Alcaraz's Shot of the Year
12:54 Quarterfinals Preview / Predictions
15:17 Women's Quarterfinal Highlights
17:35 Match of the Tournament: Krejcikova vs. Townsend
19:21 Osaka vs. Coco Gauff Analysis
23:27 Life Advice Segment
25:56 Bracket Challenge Update and Goodbye!
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