He has developed a reputation for mixed results that fans call the “Drake Curse,” and tennis has not been an exception. Last year, Drakt $210,000 when he backed Taylor Fritz to upset Sinner in the US Open final.

However, the Italian emerged at the top in straight sets and celebrated his first trophy in New York. A year later, the rapper is on Jannik’s side, backing him to pass three more rivals and defend the crown at Arthur Ashe Stadium.

Despite his setbacks, Drake has enjoyed occasional success with his tennis wagers. At the beginning of the season, he predicted Sinner’s title defense at the Australian Open.

The Italian did that in style, dropping two sets in seven encounters and extending his Melbourne reign. It helped him to cut into his overall losses on the sport, although tracking sites suggest he remains down $115,000 on tennis bets alone.

The spotlight is back on Flushing Meadows ahead of the remaining seven singles matches. Drake’s latest gamble adds another layer of intrigue while Jannik chases history at the final Major event of the season.

The rapper’s fortune may once again hinge on the Italian’s ability to deliver under pressure. Sinner will have to pass Lorenzo Musetti before facing Felix Auger-Aliassime or Alex de Minaur in the semi-final.

If he passes these obstacles, the Italian will face the ultimate challenge – Novak Djokovic or Carlos Alcaraz in a Major final!