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.

Shelton Shut Down, Serena Returns, Sinner Survives Scare | Wimbledon 2026

The most in-depth tennis analysis on the internet. Draw previews, match breakdowns, breaking news, comment mailbags and more. Gill Gross is a broadcaster for Tennis Channel, US Open Radio, Cracked Racquets and UC San Diego. He graduated from the S.I. Newhouse School of Public Communications at Syracuse University.