Three-time Monte-Carlo champion Stefanos Tsitsipas attended the official singles draw ceremony, which unveiled eye-catching opening rounds on Friday in Monaco.
The title defender, who has built momentum, lifting his first trophy of the new season at the Dubai Duty-Free Tennis Championships - beating Canadian Felix Auger-Aliassime in the final - is the sixth seed, which has given the Greek player a bye into the second round.
Therefore, he will square off against Frenchman Giovanni Mpetshi Perricard or Australian Jordan Thompson.
Tsitsipas landed in the same half of the draw as top seed Alexander Zverev, whom he could face in the projected quarterfinals, and 24-time major winner Novak Djokovic, coming off the back of his best run of the season, powering to the Miami Open final, ultimately falling to Czech Jakub Mensik last weekend.
The Serbian, 37, chases his 100th career title, a first on the clay surface at the Masters 1000 level since 2022. If he carries on the run of form shown in Florida to Monte-Carlo, he will be one of the favorites to challenge Tsitsipas for the title.
The third seed could play the winner of the match between wild card Stan Wawrinka and Chile’s Alejandro Tabilo to open proceedings at the prestigious event where he has triumphed on two occasions.
The Swiss player arrives at the Masters 1000 having clinched his first victory this season at the Bucharest Open, the day after turning 40 years old.
Furthermore, the three-time Grand Slam champion reached a new career milestone, notching his 200th win at the tour level on clay, becoming the fourth active male player to achieve the feat.
He joins Djokovic (286), former Monte-Carlo champion Fabio Fognini (241), awarded a wild card to play the 118th edition of the tournament, and Spaniard Albert Ramos Vinolas (200).
Meanwhile, in-form Grigor Dimitrov will launch his campaign against world No. 58 Nicolas Jarry, whose best result thus far in 2025 came at the Brisbane International, losing in the quarterfinals to eventual champion Jiri Lehecka.
Dimitrov and Djokovic could cross paths in a box office third round.
In the bottom half, Briton Jack Draper, who took out two-time champion Carlos Alcaraz at the Indian Wells semifinal, eventually claiming his maiden Masters 1000 career title, has drawn on the same side of the draw as the Spaniard.
The two forces could clash in a potential semifinal in Monte-Carlo.
Draper will face either resurgent Denis Shapovalov or American Marcos Giron in his second-rounder.
For his part, the Roland-Garros reigning champion awaits to meet Fognini or Francisco Cerundolo to set off his run on the red clay.
The Argentine, who finished runner-up at his home tournament, the Argentine Open - lost to Brazilian teenager Joao Fonseca, made an outstanding run to the Miami quarterfinals, halted by Dimitrov in a three-setter for the ages.
Moreover, fourth seed Casper Ruud, a finalist last year, bids to go one step further at the venue.
In the second round, the world No. 6 will face either Brandon Nakashima, playing the quarterfinal in Houston today, or Spanish veteran Roberto Bautista Agut, coming from a second-round loss to Argentine Francisco Comesana in Bucharest.
His side of the draw also features the talented British player, a potential semifinal opponent for the Norwegian, who has accomplished 11 of his 12 titles on tour on the clay surface.
In addition, the Rolex Monte-Carlo Masters granted a wild card to Monegasque player Valentin Vacherot (MON), making his third main draw appearance at the tournament.
Tournament Director David Massey awarded the first wild card to Frenchman Richard Gasquet; the former world No. 7 meets Italian Matteo Arnaldi at the Monte-Carlo Country Club on Sunday.