3rd pick becomes a 2nd rounder if the Penguins win the Stanley Cup.
Player: 2021 conditional 3rd round pick
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Washington Capitals / San Jose Sharks – February 18, 2020
The 2nd round pick originally belonged to the Colorado Avalanche, who dealt the selection to the Capitals last summer in the trade that brought Andre Burakovsky to Colorado. On the condition that the Caps win the Stanley Cup this season, the 3rd round pick in 2021 will become a 3rd round pick in 2020 (which originally belonged to Arizona).
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Toronto Maple Leafs / Los Angeles Kings – February 5, 2020
The conditional third rounder in 2021 becomes a 2nd round pick if either Clifford re-signs with the Leafs OR Campbell wins a certain amount of games. Kings are guaranteed at least the 3rd Rd pick if neither of those conditions are met.
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Arizona Coyotes / New Jersey Devils – December 16, 2019
The 2020 first-round pick from Arizona in the Taylor Hall trade is top-three protected. Converts to 2021, if so.
The conditions on the 2021 pick are as follows: the third-round pick in 2021 becomes a second-round selection if Arizona wins a Stanley Cup Playoff round OR Taylor Hall re-signs in Arizona. The third-round pick in 2021 becomes a first-round selection if Arizona wins a Stanley Cup Playoff round AND Taylor Hall re-signs in Arizona. If neither condition happens, New Jersey still receives the 2021 third-round pick.