Ben Shelton vs Dino Prizmic — R64 — Madrid Open

Ranked No. 87, Dino Prizmic handed sixth-ranked Ben Shelton a first-round exit in Madrid, and the cleaner ledger told the story: Prizmic hit just 28 unforced errors to Shelton's 44, more than offsetting the American's 44-31 winner advantage. The Croatian won 80% of his first-serve points across three hours and edged a decider that came down to margins — Shelton's 10 aces and 67% first-serve rate weren't enough when the loose balls kept coming. Their first meeting, first on clay, goes to the underdog.