The Canadian lost another first-round match on Tuesday after his match was suspended due to rain on Monday night.
Denis Shapovalov seems to be going through a very rough patch, he has one win in his last 10 matches and on Tuesday was bounced out of his home event by the Aussie Alex De Minaur in straight sets 7-5, 7-6.
The match which was originally scheduled for Monday night was suspended with De Minaur up 7-5 6-6 and at 3-3 in the second set tiebreak when the skies opened up.
19 hours later they were both back on Center Court for the fastest match of the day which last less than 10 minutes with the Canadian hitting a double fault and 3 consecutive unforced errors to end the match.
The first set was extremely tight and it was only at 5-5 that the Aussie was able to seal the crucial break and serve out the match. The same could be said for the second but the Toronto native was able to force a breaker.
De Minaur will now face Grigor Dimitrov on Wednesday after the Bulgarian beat the Canadian wildcard who was making his National Bank Open debut and a Montreal native Alexis Galarneau.
The number 15 seed was able to win in straight sets 6-4, 7-6 but in the second set had to come back from 5-2 to force the breaker and then win the match.
In other action, the number 12 seed Diego Schwartzman beat the Spaniard Alejandro Davidovich Fokina in three tight sets 1-6, 6-3, 6-4 in two hours and 23 minutes.
Taylor Fritz, the number 10 seed, sent Andy Murray packing in straight sets 6-1, 6-3 in the first match of the night session while Nick Krygios beat the Argentine Sebastien Baez 6-4, 6-4.
Gael Monfils to the delight of the French Canadian crowd on Grandstand needed three sets to beat another Spaniard Pedro Martinez 7-6, 3-6, 6-2 in two hours and 50 minutes.
Another Canadian Vasek Pospisil making his return to IGA Stadium was beaten by Tommy Paul 6-4, 6-4 and Pablo Carreno Busta beat the 11th seeded Italian Matteo Berrettini 6-3, 6-2.