Feb. 24, 2020 | Pittsburgh Penguins Acquire:  Sum: $700,000$700,000$700,000 Change: +$700,000 Change: +$700,000 Change: +$700,000 |  | San Jose Sharks Acquire:  *Conditions: If the Pittsburgh Penguins win the 2020 Stanley Cup, the pick will upgrade to a 2021 2nd round pick.
Result: Pittsburgh did not win the Stanley Cup. San Jose will receive the 2021 3rd round pick. Sum: $0$0$0 Change: -$700,000 Change: -$700,000 Change: $0 |
| Jun. 22, 2019 | Carolina Hurricanes Acquire:  2020 1st round pick (TOR - #13 - Seth Jarvis) [Conditional]* *Conditions: If the Leafs pick is top 10 in 2020, the Hurricanes will receive Toronto's 2021 1st round pick instead.
Result: Carolina will receive Leafs 2020 1st round pick. Sum: $6,250,000$6,250,000$4,250,000 Change: +$6,250,000 Change: +$6,250,000 Change: +$4,250,000 | | Toronto Maple Leafs Acquire:  Sum: $0$0$0 Change: -$6,250,000 Change: -$6,250,000 Change: $0 |
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