Denis Shapovalov, a three-time ATP Masters 1000 semi-finalist, defeats Joao Sousa in the first round in Cincinnati.

Denis Shapovalov advances to a second-round meeting with second seed Dominic Thiem.

Denis Shapovalov is looking to reach his fourth ATP Masters 1000 semi-final this week in Montreal.

Denis Shapovalov and Rohan Bopanna advance in only 61 minutes on Wednesday at the MercedesCup in Stuttgart.

Third seed Denis Shapovalov celebrates beating Ugo Humbert on Wednesday in Lyon.

Denis Shapovalov will play Novak Djokovic in the Rome second round after knocking out Pablo Carreno Busta on Monday.

#NextGenATP Canadians Denis Shapovalov and Felix Auger-Aliassime hug following their first-round match at the Mutua Madrid Open.

Denis Shapovalov loses to Roger Federer, falling short of his first ATP Masters 1000 final.

#NextGenATP Canadian Denis Shapovalov beats Frances Tiafoe to reach his third ATP Masters 1000 semi-final.

Denis Shapovalov is through to his second ATP Masters 1000 quarter-final.

Denis Shapovalov is closing in on the Top 20 of the ATP Rankings.

Denis Shapovalov returns to the fourth round of the Miami Open presented by Itau on Monday.

#NextGenATP Canadian Denis Shapovalov advances to the third round in Miami for the second consecutive year.

Denis Shapovalov came into Indian Wells just two places below his career-high ATP Ranking of 23.

#NextGenATP Canadian Denis Shapovalov loses just three service points on Tuesday en route to a straight-sets win against Marin Cilic.

#NextGenATP Canadian Denis Shapovalov loses only four first-serve points against Steve Johnson on Sunday in Indian Wells.

Denis Shapovalov shares his 2019 ambitions.

Denis Shapovalov does not face break point in his second-round win against Marcel Granollers on Thursday.

Denis Shapovalov advances to his first quarter-final of 2019 with a win against Marcel Granollers in Montpellier.

Denis Shapovalov breaks serve three times in his four-set loss against Novak Djokovic.

Denis Shapovalov falls short in four sets against World No. 1 Novak Djokovic at the Australian Open.

Denis Shapovalov celebrates reaching the Australian Open third round by beating Taro Daniel on Thursday.

Denis Shapovalov beats Pablo Andujar in straight sets at the Australian Open on Tuesday.

Seventh seed Denis Shapovalov strikes a forehand against fellow Canadian Peter Polansky on Wednesday in Stockholm.

#NextGenATP players Denis Shapovalov, Stefanos Tsitsipas and Taylor Fritz are pursuing their maiden ATP World Tour titles in Stockholm this week.