There were signs of trouble from the very beginning of Novak Djokovic’s opening-round match at the Mutua Madrid Open.

One hour and 40 minutes later, it was clear those signs were accurate.

The 37-year-old’s quest for a 100th career title—and first on the ATP Tour since the 2023 season-ending championships—will not continue in Madrid, following a 6-3, 6-4 loss to 44th-ranked Matteo Arnaldi.

Arnaldi broke Djokovic for a 2-0 lead, and closed out the center-court contest with a hold at 15. The return of serve may be the 24-time Grand Slam champion’s signature shot, but it was ineffective against the Italian in this must-break situation, and during the match at large.