"As mentioned, Montreal has the fifth-best odds (8.5%) of winning the opening lottery, which would award the Canadiens the first-overall pick in 2024.
If another team wins the lottery, the Habs can still get the second-overall pick in the second draw... unless Philly has already locked it up.
In this scenario, the Philadelphia Flyers, who sit 12th with 2.5% odds in the Draft Lottery rankings, would need to win the first lottery and jump the maximum-allowed 10 spots to No. 2. The vacant first-overall spot would then automatically go to the San Jose Sharks, who have the best chance of winning this year's NHL Draft sweepstakes. If the Canadiens then win the second draw, the third selection would be theirs as picks 1 and 2 would already be accounted for.
It's highly improbable (and confusing), but there's still a chance (0.3%, to be precise).
The odds will be reset for each team heading into both draws." - Montreal Canadiens