The Australian Open and French Open champion moves on to face Ričardas Berankis in the second round.

Jannik Sinner may have the trickiest opener of them all, taking on three-time Grand Slam champion Stan Wawrinka.

Peniston upset Casper Ruud to earn his first career tour-level win, and he now has a very beatable opponent in the second round.

Meanwhile, Novak Djokovic kicks off his 364th career week at No. 1—exactly seven years’ worth of weeks at No. 1.

The Norwegian is turning himself into a multi-surface threat, and adding his name to the growing list of future men’s major contenders.

A pair of first-time meetings are on tap Friday at the ATP 1000 event. Who comes through?

After making his mark alongside brother Juan Manuel, the 23-year-old ATP Masters 1000 debutant will next face No. 6 seed Casper Ruud for a place the Miami final.

Meanwhile, Americans Jessica Pegula and Jenson Brooksby cracked the Top 15 and Top 50, respectively.

Brandon Nakashima, Hugo Gaston and more were asked to craft illustrations for other players to guess in Italy.